Updated on 2022/03/31

写真a

 
FUKUI Norihito
 
Organization
Graduate School of Engineering Molecular and Macromolecular Chemistry 1 Lecturer
Undergraduate School
School of Engineering Chemistry and Biotechnology
Title
Lecturer

Degree 1

  1. 博士(理学) ( 2018.3   京都大学 ) 

Research Interests 4

  1. 機能性有機材料

  2. Physical Organic Chemistry

  3. 有機合成化学

  4. Organic Chemistry

Research Areas 6

  1. Life Science / Bioorganic chemistry  / Organic Chemistry

  2. Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry  / Organic Chemistry

  3. Life Science / Bioorganic chemistry  / Physical Organic Chemistry

  4. Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry  / Physical Organic Chemistry

  5. Life Science / Bioorganic chemistry  / Physical Organic Chemistry

  6. Nanotechnology/Materials / Structural organic chemistry and physical organic chemistry  / Physical Organic Chemistry

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Current Research Project and SDGs 1

  1. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

Research History 3

  1. Japan Science and Technology Agency   PRESTO

    2021.10

  2. Nagoya University   Graduate School of Engineering   Assistant Professor

    2018.4

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    Country:Japan

  3. Japan Society for Promotion of Science   Research Fellowship for Young Scientists

    2015.4 - 2018.3

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    Country:Japan

Education 2

  1. Kyoto University   Graduate School of Science   Department of Chemistry

    2015.4 - 2018.3

  2. Kyoto University   Faculty of Science

    2009.4 - 2013.3

Professional Memberships 4

  1. THE CHEMICAL SOCIETY OF JAPAN

  2. The Society of Physical Organic Chemistry ...

  3. THE SOCIETY OF SYNTHETIC ORGANIC CHEMISTRY, JAPAN

  4. KINKI CHEMICAL SOCIETY, JAPAN

Awards 6

  1. 日本化学会東海支部 奨励賞

    2021.8   日本化学会東海支部   分子骨格内部の変換を指針とした新規π電子系化合物の創出

  2. Inoue Research Award for Young Scientists

    2019.2   Inoue Foundation for Science  

    Norihito Fukui

  3. Chemical Science Presentation Prize

    2017   28th Symposium on Physical Organic Chemistry  

    Norihito Fukui

  4. CSJ Student Presentation Award

    2016   97th CSJ Annual Meeting  

    Norihito Fukui

  5. Poster Award

    2016   27th Symposium on Physical Organic Chemistry  

    Norihito Fukui

  6. Otsu Academy Award Fellow

    2015   MSD Life Science Foundation, Public Interest Incorporated Foundation  

    Norihito Fukui

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Papers 32

  1. Antiaromatic 1,5‐Diaza‐ s ‐indacenes Reviewed

    Kensuke Hanida, Jinseok Kim, Norihito Fukui, Yusuke Tsutsui, Shu Seki, Dongho Kim, Hiroshi Shinokubo

    Angewandte Chemie International Edition   Vol. 60 ( 38 ) page: 20765 - 20770   2021.9

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    DOI: 10.1002/anie.202109003

    Other Link: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.202109003

  2. Determinant Factors of Three-Dimensional Aromaticity in Antiaromatic Cyclophanes Reviewed

    Hiroyuki Kawashima, Shusaku Ukai, Ryo Nozawa, Norihito Fukui, Garrett Fitzsimmons, Tim Kowalczyk, Heike Fliegl, Hiroshi Shinokubo

    Journal of the American Chemical Society   Vol. 143 ( 28 ) page: 10676 - 10685   2021.7

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/jacs.1c04348

  3. Acridino[2,1,9,8-klmna]acridine Bisimides: An Electron-Deficient pi-System for Robust Radical Anions and n-Type Organic Semiconductors Reviewed

    Keita Tajima, Kyohei Matsuo, Hiroko Yamada, Shu Seki, Norihito Fukui, Hiroshi Shinokubo

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 60 ( 25 ) page: 14060 - 14067   2021.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    We report the synthesis and properties of acridino[2,1,9,8-klmna]acridine bisimide (AABI), a nitrogen-doped anthanthrene with two imide functionalities. AABI exhibits excellent electron affinity as evident by its low-lying LUMO level (-4.1 eV vs. vacuum). Single-electron reduction of one AABI derivative afforded the corresponding radical anion, which was stable under ambient conditions. Photoconductivity measurements suggest that the intrinsic electron mobility of an N-phenethyl AABI derivative obeys a band-transport model. Accordingly, an electron mobility of 0.90 cm(2) V-1 s(-1) was attained with the corresponding single-crystal organic field-effect transistor (OFET) device. The vacuum-deposited OFET device consisting of a polycrystalline sample exhibited high electron mobility of up to 0.27 cm(2) V-1 s(-1) even in air. This study demonstrates that dual incorporation of both imide substituents and imine-type nitrogen atoms is an effective strategy to create novel electron-deficient pi-systems.

    DOI: 10.1002/anie.202102708

    Web of Science

  4. Non-Planar Perylene Bisimide Analogues with Inserted Carbonyl and Methylene Subunits Reviewed

    Mai Odajima, Keita Tajima, Norihito Fukui, Hiroshi Shinokubo

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION     2021.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    The synthesis and properties of dinaphthotropone bisimide (DNTrBI) and dinaphthocycloheptatriene bisimide (DNCHepBI) are described. Their molecular design is conceptually based on the insertion of a carbon atom into a perylene bisimide (PBI) core. These molecules adopt non-planar structures due to the presence of a seven-membered ring. The PBI derivative into which a carbonyl group was inserted (DNTrBI) immediately underwent nonradiative decay and/or intersystem crossing in its excited state. The PBI derivative into which a methylene group was inserted (DNCHepBI) was susceptible to deprotonation on account of the two electron-withdrawing naphthalene monoimide units. Subsequent aerobic oxidation resulted in the formation of a C-C bond at the central methylene unit, thus affording a sigma-dimer. The formation of this C-C bond is dynamically redox-active, i.e., electron injection into the sigma-dimer almost quantitatively regenerated the deprotonated DNCHepBI.

    DOI: 10.1002/anie.202104882

    Web of Science

  5. Redox-induced reversible [2+2] cycloaddition of an etheno-fused diporphyrin Reviewed

    Kazuya Miyagawa, Ichiro Hisaki, Norihito Fukui, Hiroshi Shinokubo

    CHEMICAL SCIENCE   Vol. 12 ( 14 ) page: 5224 - 5229   2021.4

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ROYAL SOC CHEMISTRY  

    3,5-Ethenoporphyrin is a pi -extended porphyrin containing a fused ethene unit between the meso- and beta -positions, exhibiting unique contribution of macrocyclic antiaromaticity. We have recently reported that its analogue, etheno-fused diporphyrin, underwent thermal [2 + 2] cycloaddition to furnish X-shaped cyclobutane-linked tetraporphyrins. Here we demonstrate that the cyclobutane-ring formation is dynamically redox-active. Namely, the tetraporphyrin underwent two-step four-electron oxidation to afford two etheno-fused diporphyrin dications. The reduction of the resulting dication regenerated the cyclobutane-linked tetraporphyrin. The dication was sufficiently stable to allow its isolation under ambient conditions. The structure of the dication has been confirmed by H-1 NMR spectroscopy and X-ray diffraction analysis. Importantly, the simultaneous double C-C bond cleavage in the cyclopropane ring in the tetraporphyrin is exceptional among dynamic redox (dyrex) systems to achieve large structural changes, thus offering new insights for the design of novel redox-active functional organic materials for electrochromic dyes, organic batteries, and organic memories.

    DOI: 10.1039/d1sc00438g

    Web of Science

  6. Synthesis and Properties of an 18 pi Aromatic Norcorrole P(V) Complex Reviewed

    Takuya Yoshida, Siham Asyiqin Shafie, Hiroyuki Kawashima, Norihito Fukui, Hiroshi Shinokubo

    ORGANIC LETTERS   Vol. 23 ( 7 ) page: 2826 - 2830   2021.4

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:AMER CHEMICAL SOC  

    [16]Norcorrole is an antiaromatic ring-contracted porphyrinoid. Here, we show that the phosphorus insertion of the free-base [16]norcorrole switches its antiaromaticity to aromaticity. The treatment of a free-base meso-dimesityl[16]norcorrole with phosphorus tribromide in pyridine afforded an [18]norcorrole P(V) complex, which exhibited porphyrin-like absorption and fluorescence spectra. The phosphorus center adopted a distorted tetragonal pyramidal coordination geometry. The distinct aromatic nature of the [18]-norcorrole P(V) complex was corroborated both experimentally and theoretically.

    DOI: 10.1021/acs.orglett.1c00823

    Web of Science

  7. Dinaphtho[1,8-bc:1 ',8 '-fg][1,5]dithiocine Bisimide Reviewed

    Yuki Tanaka, Keita Tajima, Norihito Fukui, Hiroshi Shinokubo

    ASIAN JOURNAL OF ORGANIC CHEMISTRY   Vol. 10 ( 3 ) page: 541 - 544   2021.3

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    V-shaped pi-systems are attractive research targets in organic chemistry and materials science. Our group has recently demonstrated that the conceptual insertion of a heteroatom into a perylene bisimide (PBI) core is an effective guideline for the design of non-planar PBI derivatives. Here we report the synthesis and properties of dinaphtho[1,8-bc:1 ',8 '-fg][1,5]dithiocine bisimide (DNDTBI), which represents a doubly sulfur-inserted PBI derivative. The X-ray diffraction analysis revealed that DNDTBI adopted a V-shaped structure with a dihedral angle of 67 degrees. DNDTBI exhibited higher electron-donating ability than singly sulfur-inserted PBI derivative owing to the antibonding interaction between the two neighboring sulfur atoms. The inversion barrier of the flipping motion of DNDTBI was ca. 30 kcal mol(-1), indicating the rigid nature of the V-shaped structure.

    DOI: 10.1002/ajoc.202000722

    Web of Science

  8. Dual Emission of a Free-Base 5-Oxaporphyrinium Cation from its cis- and trans-NH Tautomers Reviewed

    Asahi Takiguchi, Seongsoo Kang, Norihito Fukui, Dongho Kim, Hiroshi Shinokubo

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 60 ( 6 ) page: 2915 - 2919   2021.2

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    Replacement of the meso methine carbon atoms of porphyrins with heteroatoms is a powerful strategy for tuning their optical and electronic properties. In particular, 5-oxaporphyrin is an attractive target due to its importance as an intermediate in heme catabolism. In this work, we describe the synthesis and properties of a free-base 5-oxaporphyrinium cation, which was prepared by the ring-closure of a bilindione with trifluoromethanesulfonic anhydride. This free-base 5-oxaporphyrinium cation exhibits dual fluorescence originating from its unique NH tautomerism. In contrast to normal porphyrins, the cis form of the 5-oxaporphyrinium cation is more stable than the trans form due to the effective delocalization of its positive charge. We thus demonstrate here that meso-modified heteroporphyrins enable the manipulation of NH tautomerism in porphyrinic macrocycles.

    DOI: 10.1002/anie.202013542

    Web of Science

  9. Synthesis and electron-transport properties of a stable antiaromatic Ni-II norcorrole with the smallest meso-substituent Reviewed

    Shusaku Ukai, Yun Hee Koo, Norihito Fukui, Shu Seki, Hiroshi Shinokubo

    DALTON TRANSACTIONS   Vol. 49 ( 41 ) page: 14383 - 14387   2020.11

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ROYAL SOC CHEMISTRY  

    meso-Dimethylnorcorrole Ni-II complex exhibited enough stability under ambient conditions despite the distinct antiaromaticity. The small methyl substituents realized a dense and long-range p-stacking in its solid state, which resulted in the superior electron-transporting ability to previously reported Ni-II norcorroles.

    DOI: 10.1039/d0dt03143g

    Web of Science

  10. as-Indaceno[3,2,1,8,7,6-ghijklm]terrylene as a near-infrared absorbing C-70-fragment Reviewed

    Yuki Tanaka, Norihito Fukui, Hiroshi Shinokubo

    NATURE COMMUNICATIONS   Vol. 11 ( 1 )   2020.8

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:NATURE PUBLISHING GROUP  

    Carbon and hydrogen are fundamental components of organic molecules and a fascinating plethora of functions can be generated using these two elements. Yet, realizing attractive electronic structures only by using carbon and hydrogen remains challenging. Herein, we report the synthesis and properties of the C-70 fragment as-indaceno[3,2,1,8,7,6-ghijklm]terrylene, which exhibits near-infrared (NIR) absorption (up to ca. 1300nm), even though this molecule consists of only 34 carbon and 14 hydrogen atoms. A remarkably small highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) gap is confirmed by electrochemical measurement and theoretical calculations. Furthermore, as-indacenoterrylene is stable despite the absence of peripheral substituents, which contrasts with the cases of other NIR-absorbing hydrocarbons such as diradicaloids and antiaromatic molecules. The results of this study thus offer fundamental insights into the design of hydrocarbons with a small band gap. The synthesis of hydrocarbons with attractive electronic structures remains challenging. Here, the authors describe the synthesis and properties of the C70 fragment as-indaceno[3,2,1,8,7,6-ghijklm]terrylene, which exhibits near-infrared (NIR) absorption.

    DOI: 10.1038/s41467-020-17684-6

    Web of Science

    Other Link: http://www.nature.com/articles/s41467-020-17684-6

  11. Dinaphthothiepine Bisimide and Its Sulfoxide: Soluble Precursors for Perylene Bisimide Reviewed

    Sakiho Hayakawa, Kyohei Matsuo, Hiroko Yamada, Norihito Fukui, Hiroshi Shinokubo

    Journal of the American Chemical Society   Vol. 142 ( 27 ) page: 11663 - 11668   2020.7

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/jacs.0c04096

  12. A 2-to-2 ' 18-to-18 ' doubly linked Ni(ii) norcorrole dimer: an effectively conjugated antiaromatic dyad Reviewed

    Si-Yu Liu, Hiroyuki Kawashima, Norihito Fukui, Hiroshi Shinokubo

    CHEMICAL COMMUNICATIONS   Vol. 56 ( 50 ) page: 6846 - 6849   2020.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ROYAL SOC CHEMISTRY  

    The synthesis and properties of a 2-to-2 ' 18-to-18 ' doubly linked Ni(ii) norcorrole dimer are described. It adopts a highly planar structure, resulting in effective electronic interactions between the constituent norcorrole units. Nevertheless, each norcorrole unit exhibits substantial antiaromaticity, which stands in sharp contrast to stacked norcorrole dimers.

    DOI: 10.1039/d0cc02543g

    Web of Science

  13. Reactions of Antiaromatic Norcorrole Ni(II) Complex with Carbenes Reviewed

    Si-Yu Liu, Takaki Fukuoka, Norihito Fukui, Ji-Young Shin, Hiroshi Shinokubo

    ORGANIC LETTERS   Vol. 22 ( 11 ) page: 4400 - 4403   2020.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:AMER CHEMICAL SOC  

    Norcorrole is a ring-contracted porphyrinoid, exhibiting distinct antiaromaticity. Herein, we report the reactions of meso-dimesitylnorcorrole Ni(II) complex with two types of carbenes: dichlorocarbene and an N-heterocyclic carbene (NHC). The reaction with in-situ-generated dichlorocarbene resulted in the double insertion of two chloromethine units to provide a mixture of 5,15-dichloroporphyrin and chlorinated isopyricorroles. The nucleophilic NHC attacked the 3-position of the norcorrole core and the subsequent proton transfer furnished a nonconjugated macrocycle incorporating a diazafulvene segment.

    DOI: 10.1021/acs.orglett.0c01402

    Web of Science

  14. Synthesis and properties of 5-aza-15-thiaporphyrins Reviewed

    Daisuke Yamashita, Hiroto Omori, Norihito Fukui, Hiroshi Shinokubo

    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES   Vol. 24 ( 1-3 ) page: 84 - 89   2020.1

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WORLD SCI PUBL CO INC  

    We have successfully prepared 5-aza-15-thiaporphyrin through nucleophilic sulfination of nitrogen-bridged dibromobisdipyrrin with sodium sulfide. X-ray diffraction analysis elucidated its structure in the solid state: two dipyrrin subunits were roughly coplanar around the sp2-hybridized meso-nitrogen. In contrast, they adopted a folded conformation around the meso-sulfur atom. Due to its relatively distorted structure, 5-aza-15-thiaporphyrin shows weak antiaromaticity in the magnetic criteria. The sulfur atom was oxidized with m-chloroperbenzoic acid to provide 5-aza-15-thiaporphyrin S-dioxide in good yield. While 5-aza-15-thiaporphyrin was non-emissive, its S-dioxide exhibited fluorescence in solution.

    DOI: 10.1142/S108842461950069X

    Web of Science

    Scopus

  15. Inserting Nitrogen: An Effective Concept To Create Nonplanar and Stimuli-Responsive Perylene Bisimide Analogues Reviewed

    Sakiho Hayakawa, Ayumi Kawasaki, Yongseok Hong, Daisuke Uraguchi, Takashi Ooi, Dongho Kim, Tomoyuki Akutagawa, Norihito Fukui, Hiroshi Shinokubo

    Journal of the American Chemical Society     2019.12

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society ({ACS})  

    DOI: 10.1021/jacs.9b09556

  16. 5,5,15,15-Tetraoxo-5,15-Dithiaporphyrin as a Highly Electron-Deficient Porphyrinic Ligand Reviewed

    Atsumi Yagi, Takeshi Kondo, Daisuke Yamashita, Naruhiko Wachi, Hiroto Omori, Norihito Fukui, Takahisa Ikeue, Hiroshi Shinokubea

    CHEMISTRY-A EUROPEAN JOURNAL   Vol. 25 ( 68 ) page: 15580 - 15585   2019.12

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    Oxidation of 5,15-dithiaporphyrin with meta-chloroperbenzoic acid afforded the corresponding S,S-tetraoxide in good yield. The resultant 5,5,15,15-tetraoxo-5,15-dithiaporphyrin exhibited the highly electron-deficient nature as elucidated by the electrochemical analysis and theoretical calculations. Treatment of tetraoxodithiaporphyrin with zinc(II) acetate and nickel(II) acetate provided the corresponding metal complexes efficiently. Owing to its enhanced Lewis acidity of the metal center by the electron-deficient ligand, the nickel complex underwent facile axial ligation to form pentacoordinate and hexacoordinate high-spin (S=1) complexes in solution and solid, respectively. The binding constant of pyridine to the Ni-II center was significantly higher than those of conventional porphyrin Ni-II complexes. Temperature-dependent magnetic susceptibility measurements of the high-spin Ni-II complex revealed the presence of weak ferromagnetic interactions.

    DOI: 10.1002/chem.201903639

    Web of Science

  17. Aggregation-Induced Emission of Nitrogen-Bridged Naphthalene Monoimide Dimers Reviewed

    Keita Tajima, Norihito Fukui, Hiroshi Shinokubo

    ORGANIC LETTERS   Vol. 21 ( 23 ) page: 9516 - 9520   2019.12

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:AMER CHEMICAL SOC  

    We have prepared four 4-aminonaphthalene monoimide derivatives and examined the aggregation-induced emission (AIE) properties. A nitrogen-bridged dimer is AIE-active and exhibits bright green emission with a high quantum yield in the solid state. The X-ray diffraction analysis suggests that key to the bright luminescence is the favorable crystal packing dominated by CH/p interaction. The late-stage cyanation of the dimer tuned its AIE color from green to orange.

    DOI: 10.1021/acs.orglett.9b03699

    Web of Science

  18. Synthesis of Hydroxyisooxophlorins by Oxidative Degradation of meso-Hydroxyporphyrins Reviewed

    Asahi Takiguchi, Norihito Fukui, Hiroshi Shinokubo

    ORGANIC LETTERS   Vol. 21 ( 11 ) page: 3950 - 3953   2019.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:AMER CHEMICAL SOC  

    Hydroxyisooxophlorin is an oxidatively degraded porphyrin that contains one carbonyl carbon, one hydroxymethylene group, and two sp(2)-methine groups at its meso positions. Here we report that oxidation of a free-base meso-hydroxyporphyrin with [bis(trifluoroacetoxy)iodo]benzene in the presence of H2O afforded two regioisomers of hydroxyisooxophlorins, 10-hydroxy-10-iso-5-oxophlorin and 15-hydroxy-15-iso-5-oxophlorin, as major and minor products, respectively. We also examined the reaction mechanism, acid-mediated isomerization, metal complexation behavior, and physical properties of these molecules.

    DOI: 10.1021/acs.orglett.9b01066

    Web of Science

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  19. Synthesis of meso-Alkyl-Substituted Norcorrole-Ni-II Complexes and Conversion to 5-Oxaporphyrins(2.0.1.0) Reviewed

    Si-Yu Liu, Hiroko Tanaka, Ryo Nozawa, Norihito Fukui, Hiroshi Shinokubo

    CHEMISTRY-A EUROPEAN JOURNAL   Vol. 25 ( 32 ) page: 7618 - 7622   2019.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    The synthesis of antiaromatic Ni-II-norcorroles having primary, secondary, and tertiary alkyl groups at the reactive meso-positions was attempted. Reductive coupling of a Ni-II-dipyrrin precursor provided Ni-II-meso-dihexylnorcorrole, which underwent substantial degradation on silica gel. Introduction of tert-butyl groups was unsuccessful due to the difficult preparation of the corresponding dipyrrin precursor. Meanwhile, Ni-II-norcorroles with isopropyl and cyclohexyl groups were isolated as stable molecules under ambient conditions. Furthermore, we found that oxidation of Ni-II-meso-dialkylnorcorroles with hydrogen peroxide in the presence of sodium carbonate gave Ni-II-5-oxaporphyrins(2.0.1.0). In contrast, oxidation of Ni-II-meso-dimesitylnorcorrole under the same reaction conditions gave 10-oxaporphyrin(1.1.1.0). The contrasting reactivity can be attributed to the steric congestion around the meso-positions.

    DOI: 10.1002/chem.201901292

    Web of Science

    Scopus

  20. Organic Transformations by the Hydrosilane-Alkoxide System Reviewed

    Fukui Norihito

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   Vol. 77 ( 5 ) page: 512 - 513   2019.5

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.5059/yukigoseikyokaishi.77.512

    Web of Science

  21. Macroscopically Anisotropic Structures Produced by Light-induced Solvothermal Assembly of Porphyrin Dimers Reviewed

    Yasuyuki Yamamoto, Yushi Nishimura, Shiho Tokonami, Norihito Fukui, Takayuki Tanaka, Atsuhiro Osuka, Hideki Yorimitsu, Takuya Iida

    SCIENTIFIC REPORTS   Vol. 8   2018.7

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:NATURE PUBLISHING GROUP  

    Porphyrin-based molecules play an important role in natural biological systems such as photosynthetic antennae and haemoglobin. Recent organic chemistry provides artificial porphyrin-based molecules having unique electronic and optical properties, which leads to wide applications in material science. Here, we successfully produced many macroscopically anisotropic structures consisting of porphyrin dimers by light-induced solvothermal assembly with smooth evaporation in a confined volatile organic solvent. Light-induced fluid flow around a bubble on a gold nanofilm generated a sub-millimetre radial assembly of the tens-micrometre-sized petal-like structures. The optical properties of the petal-like structures depend on the relative angle between their growth direction and light polarisation, as confirmed by UV-visible extinction and the Raman scattering spectroscopy analyses, being dramatically different from those of structures obtained by natural drying. Thus, our findings pave the way to the production of structures and polycrystals with unique characteristics from various organic molecules.

    DOI: 10.1038/s41598-018-28311-2

    Web of Science

  22. Singly and Doubly Sulfone-Inserted Porphyrin Arch-Tape Dimers Reviewed

    Fukui Norihito, Osuka Atsuhiro

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   Vol. 91 ( 7 ) page: 1131 - 1137   2018.7

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1246/bcsj.20180103

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  23. Diarylamine-Fused Subporphyrins: Proof of Twisted Intramolecular Charge Transfer (TICT) Mechanism Reviewed

    Koki Kise, Yongseok Hong, Norihito Fukui, Daiki Shimizu, Dongho Kim, Atsuhiro Osuka

    Chemistry - A European Journal   Vol. 24 ( 33 ) page: 8306 - 8310   2018.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley-VCH Verlag  

    Diarylamine-fused subporphyrins 1 a and 1 b were synthesized from β,β-diiodo-meso-chloro subporphyrin 2 through a one-pot procedure involving nucleophilic aromatic substitution and SRN1-type intramolecular fusion reaction as the first example of meso-nitrogen-embedded subporphyrin. While non-fused counterparts 3 b and 4 b display effective fluorescence quenching due to twisted intramolecular charge transfer (TICT) in CH2Cl2 at room temperature, 1 b emits fluorescence with ΦF=0.18 under the same conditions, because conformational twisting is not allowed due to the fused structure. In addition, the oxidative titration with tris(4-bromophenyl)ammoniumyl hexachloroantimonate gave cation radical 7 for 1 a and cation radical and dication for 1 b. Actually, cation radical 7 was isolated through separation over silica gel column but was found to slowly decompose in concentrated solutions.

    DOI: 10.1002/chem.201801576

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    Scopus

  24. Singly and Doubly 1,2-Phenylene-Inserted Porphyrin Arch-Tape Dimers: Synthesis and Highly Contorted Structures Reviewed

    Norihito Fukui, Atsuhiro Osuka

    Angewandte Chemie - International Edition   Vol. 57 ( 21 ) page: 6304 - 6308   2018.5

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley-VCH Verlag  

    Singly and doubly 1,2-phenylene-inserted NiII porphyrin arch-tape dimers 3 and 9 were synthesized from the corresponding β-to-β 1,2-phenylene-bridged NiII porphyrin dimers 5 and 11 via Ni0-mediated reductive cyclization and DDQ/Sc(OTf)3-promoted oxidative cyclization as key steps, respectively. Owing to the fused eight-membered ring(s), 3 showed a more contorted structure than those of previously reported arch-tape dimers 2 a and 2 b possessing a fused seven-membered ring. Furthermore, 9 displayed much larger molecular contortion. As the molecular contortion increases, the Q band of the absorption spectrum becomes more red-shifted and the electrochemcial HOMO–LUMO gap becomes smaller, reaching at 1294 nm and 0.77 eV in 9, respectively. The effect of molecular contortion on the electronic properties was studied by means of DFT calculations.

    DOI: 10.1002/anie.201802494

    Web of Science

    Scopus

  25. Metalation Control of Open-Shell Character in meso-meso Linked Porphyrin meso-Oxy Radical Dimers Reviewed

    Yuta Jun-i, Norihito Fukui, Ko Furukawa, Atsuhiro Osuka

    Chemistry - A European Journal   Vol. 24 ( 7 ) page: 1528 - 1532   2018.2

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Wiley-VCH Verlag  

    Control of open-shell character of meso-meso linked porphyrin meso-oxy radical dimers has been demonstrated by core metalation. Namely, NiII-porphyrin dimer 6Ni exhibits a clear 1H NMR spectrum and a distorted but rather coplanar quinonoidal structure consisting of two ruffled porphyrin rings, in accordance with the previous report. Freebase dimer 6H2 shows a similar quinonoidal structure in the solid state but displays slightly broader and temperature-dependent 1H NMR spectra, indicating a partial diradical character in solution that increases at high temperature. In sharp contrast, bis-imidazole-coordinated ZnII-porphyrin dimer 6ZnIm2 exhibits a perpendicular structure consisting of two planar ZnII-porphyrins and has been characterized as a distinct open-shell diradical on the basis of its non-observable 1H NMR signals, a clear ESR signal, and a characteristic absorption spectrum reaching about 1700 nm. Despite the distinct diradical character, 6ZnIm2 is an extremely stable molecule.

    DOI: 10.1002/chem.201705769

    Web of Science

    Scopus

  26. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials Reviewed

    Norihito Fukui, Keisuke Fujimoto, Hideki Yorimitsu, Atsuhiro Osuka

    DALTON TRANSACTIONS   Vol. 46 ( 39 ) page: 13322 - 13341   2017.10

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ROYAL SOC CHEMISTRY  

    Incorporation of planarized heteroatom(s) onto the porphyrin periphery is an effective approach to create porphyrin-based functional materials. In the last three decades, such an "embedding heteroatom" strategy has been actively explored in order to realize attractive electronic, optical, and electrochemical properties. This review aims to cover a variety of synthetic methodologies that have been developed for the construction of heteroatom-embedded porphyrins. Moreover, we also summarize their structure-property relationships as well as possible applications in various research fields including artificial photosynthesis, molecular engineering, organic electronics, and bioimaging.

    DOI: 10.1039/c7dt02815f

    Web of Science

  27. A meso-meso - - Triply Linked Subporphyrin Dimer Reviewed

    Yasuhiro Okuda, Norihito Fukui, Jinseok Kim, Taeyeon Kim, Hua-Wei Jiang, Graeme Copley, Masaaki Kitano, Dongho Kim, Atsuhiro Osuka

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 56 ( 40 ) page: 12317 - 12321   2017.9

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    A meso-meso - - triply linked subporphyrin dimer 6 was synthesized by stepwise reductive elimination of -to- doubly Pt-II-bridged subporphyrin dimer 9. Dimer 6 was characterized by spectroscopic and electrochemical measurements, theoretical calculations, and picosecond time-resolved transient absorption spectroscopy. X-ray diffraction analysis reveals that 6 has a bowl-shaped structure with a positive Gaussian curvature. Despite the curved structure, 6 exhibits a remarkably red-shifted absorption band at 942nm and a small electrochemical HOMO-LUMO gap (1.35eV), indicating an effectively conjugated -electronic network.

    DOI: 10.1002/anie.201707123

    Web of Science

  28. Porphyrin Arch-Tapes: Synthesis, Contorted Structures, and Full Conjugation Reviewed

    Norihito Fukui, Taeyeon Kim, Dongho Kim, Atsuhiro Osuka

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   Vol. 139 ( 26 ) page: 9075 - 9088   2017.7

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:AMER CHEMICAL SOC  

    Porphyrin tapes possessing meso-meso beta-beta beta-beta triple direct linkages have been targets of extensive studies because of their fully conjugated characteristic pi-electronic networks. In this paper, we report porphyrin arch tapes that bear additional carbonyl group(s) or methylene group(s) inserted between one of the beta-beta linkage(s) of the porphyrin tapes. The carbonyl-inserted porphyrin arch-tapes were efficiently synthesized by double fusion reactions of beta-to-beta carbonyl-bridged porphyrin oligomers with DDQ and Sc(OTf)(3), and were converted to the methylene-bridged porphyrin arch-tapes via Luche reduction with NaBH4 and CeCl3 followed by ionic hydrogenation with HBF4 center dot OEt2 and BH3 center dot NEt3. While the conventional porphyrin tapes display rigid and planar structures and low solubilities, these porphyrin arch-tapes show remarkably contorted structures, flexible conformations, and improved solubilities because of the presence of the incorporated seven-membered ring(s). Interestingly, the methylene inserted arch-tapes exhibited conjugative electronic interactions that were comparable to those of porphyrin tapes probably owing to through-space interaction in the contorted conformations. The carbonyl-inserted arch-tapes displayed distinctly larger conjugative interactions owing to an active involvement of the carbonyl group(s) in the electronic conjugation. A similar trend was observed in the nonlinear optical properties, as evidenced by their two-photon absorption cross sections. Furthermore, as a benefit of the contorted structures, these porphyrin arch-tapes can catch C-60 fullerene effectively. Naturally, the electron-rich methylene-bridged arch-tapes exhibited larger association constants than the electron-deficient carbonyl-bridged arch-tapes. Among these arch-tapes, a methylene-bridged syn-Ni(II) porphyrin trimer recorded the largest association constant of (1.5 +/- 0.4) X 10(7) M-1 in toluene at 25 degrees C.

    DOI: 10.1021/jacs.7b05332

    Web of Science

  29. Diphenylphosphine-Oxide-Fused and Diphenylphosphine-Fused Porphyrins: Synthesis, Tunable Electronic Properties, and Formation of Cofacial Dimers Reviewed

    Keisuke Fujimoto, Yuko Kasuga, Norihito Fukui, Atsuhiro Osuka

    CHEMISTRY-A EUROPEAN JOURNAL   Vol. 23 ( 28 ) page: 6741 - 6745   2017.5

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:WILEY-V C H VERLAG GMBH  

    Diphenylphosphine-oxide-fused Ni-II porphyrin 8 was synthesized from 3,5,7-trichloroporphyrin 5 via a reaction sequence of nucleophilic aromatic substitution with lithium diphenylphosphide, oxidation with H2O2, and palladium-catalyzed intramolecular cyclization. Reduction of 8 with HSiCl3 gave diphenylphosphine-fused Ni-II porphyrin 9. The embedded P=O and P moieties serve as a strong electron-accepting and electron-donating group to perturb the optical and electrochemical properties of the Ni-II porphyrin. Ni-II porphyrin 9 is diamagnetic with a low-spin Ni-II center in solution but becomes paramagnetic with a five-coordinated Ni-II center with high-spin (S=1) state in the solid state. Diphenylphosphine-oxide-fused Zn-II porphyrin 10 was also synthesized and shown to form a face-to-face dimer with mutual O-Zn bonds in the crystal and in nonpolar and moderately polar solvents. The dimerization of 10 in CDCl3 has been revealed to be an entropy-driven process with a large entropy gain (S-D=207JK(-1)mol(-1)).

    DOI: 10.1002/chem.201700909

    Web of Science

  30. meso-to-meso Pt-II-bridged Ni-II-porphyrin dimers Reviewed

    Norihito Fukui, Hua-Wei Jiang, Atsuhiro Osuka

    ORGANIC CHEMISTRY FRONTIERS   Vol. 4 ( 5 ) page: 767 - 772   2017.5

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:ROYAL SOC CHEMISTRY  

    The synthesis and characterization of meso-to-meso Pt-II-bridged Ni-II-porphyrin dimers 5-7 are reported herein. A boron-platinum exchange reaction of meso-pinacolatoborylporphyrin 8 with Pt(cod) Cl-2 afforded the cod-coordinated meso-to-meso Pt-II-linked cis-dimer 5, which was subsequently converted to the 1,3-bis(diphenylphosphino) propane (DPPP)-coordinated cis-dimer 6 and the PPh3-coordinated trans-dimer 7 upon treatment with DPPP and PPh3, respectively. On the other hand, a reaction of 5 with tri-tert-butylphosphine induced reductive elimination to give the meso-meso directly linked diporphyrin 9. Comparative studies of these Pt-II-bridged Ni-II-porphyrin dimers were conducted by UV/Vis absorption spectroscopy, electrochemical studies, and theoretical calculations. In the course of these studies, we found that cis-dimers 5 and 6 underwent an unprecedented reductive elimination to give the mesomeso linked dimer 9 upon chemical or electrochemical one-electron oxidation, while trans-dimer 7 was stable under such conditions.

    DOI: 10.1039/c7qo00093f

    Web of Science

  31. Aromatic Metamorphosis of Dibenzofurans into Triphenylenes Starting with Nickel-Catalyzed Ring-Opening C-O Arylation Reviewed

    Yuto Kurata, Shinya Otsuka, Norihito Fukui, Keisuke Nogi, Hideki Yorimitsu, Atsuhiro Osuka

    ORGANIC LETTERS   Vol. 19 ( 6 ) page: 1274 - 1277   2017.3

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    A new class of aromatic metamorphosis has been developed in which dibenzofurans were converted into triphenylenes. This transformation is composed of three successive operations: (1) nickel-catalyzed ring-opening C-O bond arylation with arylmagnesium bromides, (2) trifluoromethanesulfonylation (triflation) of the resulting hydroxy moiety with Tf2O, and (3) palladium-catalyzed or photoinduced ring closure. In the last ring-closing step, the photoinduced process has proven to be more productive than the palladium-catalyzed one. By employing pi-extended dinaphthofuran as the substrate, dorsally benzo-fused [5]helicene was obtained in a satisfactory yield.

    DOI: 10.1021/acs.orglett.6b03861

    Web of Science

  32. Highly planar diarylamine-fused porphyrins and their remarkably stable radical cations Reviewed

    Norihito Fukui, Wonhee Cha, Daiki Shimizu, Juwon Oh, Ko Furukawa, Hideki Yorimitsu, Dongho Kim, Atsuhiro Osuka

    CHEMICAL SCIENCE   Vol. 8 ( 1 ) page: 189 - 199   2017.1

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    Oxidative fusion reactions of meso-phenoxazino Ni(II) porphyrin were found to be temperature dependent, giving rise to either a doubly phenylene-fused product at room temperature or a singly phenoxazine-fused product at 70 degrees C. The latter was further oxidized to a doubly phenoxazine-fused Ni(II) porphyrin, which was subsequently converted to the corresponding free base porphyrin and Zn(II) porphyrin. Compared to previously reported diphenylamine-fused porphyrins that displayed a molecular twist, doubly phenoxazine-fused porphyrins exhibited distinctly different properties owing to their highly planar structures, such as larger fluorescence quantum yields, formation of an offset face-to-face dimer both in solution and the solid state, and the generation of a mixed-valence p-radical cation dimer upon electrochemical oxidation. One-electron oxidation of the phenoxazine-fused Ni(II) porphyrin with Magic Blue gave the corresponding radical cation, which was certainly stable and could be isolated by separation over a silica gel column but slowly chlorinated at the reactive beta-positions in the solid state. This finding led to us to examine beta, beta'-dichlorinated phenoxazine-fused and diphenylamine-fused Ni(II) porphyrins, which, upon treatment with Magic Blue, provided remarkably stable radical cations to an unprecedented level. It is actually possible to purify these radical cations by silica gel chromatography, and they can be stored for over 6 months without any sign of deterioration. Moreover, they exhibited no degradation even after the CH2Cl2 solution was washed with water. However, subtle structural differences (planar versus partly twisted) led to different crystal packing structures and solid-state magnetic properties.

    DOI: 10.1039/c6sc02721k

    Web of Science

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Books 3

  1. 硫黄の脱離を鍵反応として機能するn型有機半導体の可溶性前駆体

    福井識人( Role: Sole author)

    月刊JETI  2020.12 

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    Language:English

  2. カゴ型分子の三次元芳香族性 芳香族性の拡張は次元を超える

    福井識人( Role: Sole author ,  解説記事)

    月刊化学  2020.9 

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    Language:English

  3. Development and Application of Direct Aromatic Coupling Reactions

    Norihito Fukui( Role: Contributor)

    2019.5 

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    Language:English

MISC 22

  1. 光誘導型溶媒熱集合法の開拓と新奇化学反応場への展開

    山本靖之, 山本靖之, 西村勇姿, 床波志保, 床波志保, 福井識人, 田中隆行, 大須賀篤弘, 依光英樹, 飯田琢也, 飯田琢也

    応用物理学会秋季学術講演会講演予稿集(CD-ROM)   Vol. 79th   page: ROMBUNNO.18p‐231C‐11   2018.9

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    Language:Japanese  

    J-GLOBAL

  2. Macroscopically Anisotropic Structures Produced by Light-induced Solvothermal Assembly of Porphyrin Dimers Reviewed

    Yamamoto Yasuyuki, Nishimura Yushi, Tokonami Shiho, Fukui Norihito, Tanaka Takayuki, Osuka Atsuhiro, Yorimitsu Hideki, Iida Takuya

    SCIENTIFIC REPORTS   Vol. 8   2018.7

  3. Singly and Doubly Sulfone-Inserted Porphyrin Arch-Tape Dimers Reviewed

    Fukui Norihito, Osuka Atsuhiro

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN   Vol. 91 ( 7 ) page: 1131-1137   2018.7

  4. Diarylamine-Fused Subporphyrins: Proof of Twisted Intramolecular Charge Transfer (TICT) Mechanism Reviewed

    Kise Koki, Hong Yongseok, Fukui Norihito, Shimizu Daiki, Kim Dongho, Osuka Atsuhiro

    CHEMISTRY-A EUROPEAN JOURNAL   Vol. 24 ( 33 ) page: 8306-8310   2018.6

  5. Singly and Doubly 1,2-Phenylene-Inserted Porphyrin Arch-Tape Dimers: Synthesis and Highly Contorted Structures Reviewed

    Fukui Norihito, Osuka Atsuhiro

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 57 ( 21 ) page: 6304-6308   2018.5

  6. Metalation Control of Open-Shell Character in meso-meso Linked Porphyrin meso-Oxy Radical Dimers Reviewed

    Jun-i Yuta, Fukui Norihito, Furukawa Ko, Osuka Atsuhiro

    CHEMISTRY-A EUROPEAN JOURNAL   Vol. 24 ( 7 ) page: 1528-1532   2018.2

  7. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials Reviewed

    Fukui Norihito, Fujimoto Keisuke, Yorimitsu Hideki, Osuka Atsuhiro

    DALTON TRANSACTIONS   Vol. 46 ( 39 ) page: 13322-13341   2017.10

  8. A meso-meso - - Triply Linked Subporphyrin Dimer Reviewed

    Okuda Yasuhiro, Fukui Norihito, Kim Jinseok, Kim Taeyeon, Jiang Hua-Wei, Copley Graeme, Kitano Masaaki, Kim Dongho, Osuka Atsuhiro

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 56 ( 40 ) page: 12317-12321   2017.9

  9. Porphyrin Arch-Tapes: Synthesis, Contorted Structures, and Full Conjugation Reviewed

    Fukui Norihito, Kim Taeyeon, Kim Dongho, Osuka Atsuhiro

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   Vol. 139 ( 26 ) page: 9075-9088   2017.7

  10. meso-to-meso Pt-II-bridged Ni-II-porphyrin dimers Reviewed

    Fukui Norihito, Jiang Hua-Wei, Osuka Atsuhiro

    ORGANIC CHEMISTRY FRONTIERS   Vol. 4 ( 5 ) page: 767-772   2017.5

  11. Diphenylphosphine-Oxide-Fused and Diphenylphosphine-Fused Porphyrins: Synthesis, Tunable Electronic Properties, and Formation of Cofacial Dimers Reviewed

    Fujimoto Keisuke, Kasuga Yuko, Fukui Norihito, Osuka Atsuhiro

    CHEMISTRY-A EUROPEAN JOURNAL   Vol. 23 ( 28 ) page: 6741-6745   2017.5

  12. Aromatic Metamorphosis of Dibenzofurans into Triphenylenes Starting with Nickel-Catalyzed Ring-Opening C-O Arylation Reviewed

    Kurata Yuto, Otsuka Shinya, Fukui Norihito, Nogi Keisuke, Yorimitsu Hideki, Osuka Atsuhiro

    ORGANIC LETTERS   Vol. 19 ( 6 ) page: 1274-1277   2017.3

  13. Highly planar diarylamine-fused porphyrins and their remarkably stable radical cations Reviewed

    Fukui Norihito, Cha Wonhee, Shimizu Daiki, Oh Juwon, Furukawa Ko, Yorimitsu Hideki, Kim Dongho, Osuka Atsuhiro

    CHEMICAL SCIENCE   Vol. 8 ( 1 ) page: 189-199   2017.1

  14. meso-meso-Linked Diarylamine-Fused Porphyrin Dimers Reviewed

    Fukui Norihito, Yorimitsu Hideki, Osuka Atsuhiro

    CHEMISTRY-A EUROPEAN JOURNAL   Vol. 22 ( 51 ) page: 18476-18483   2016.12

  15. Pictet-Spengler Synthesis of Quinoline-Fused Porphyrins and Phenanthroline-Fused Diporphyrins Reviewed

    Gao Ke, Fukui Norihito, Jung Seok Ii, Yorimitsu Hideki, Kim Dongho, Osuka Atsuhiro

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 55 ( 42 ) page: 13038-13042   2016.10

  16. Regioselective phenylene-fusion reactions of Ni(II)-porphyrins controlled by an electron-withdrawing meso-substituent Reviewed

    Fukui Norihito, Lee Seung-Kyu, Kato Kenichi, Shimizu Daiki, Tanaka Takayuki, Lee Sangsu, Yorimitsu Hideki, Kim Dongho, Osuka Atsuhiro

    CHEMICAL SCIENCE   Vol. 7 ( 7 ) page: 4059-4066   2016

  17. meso,-Oligohaloporphyrins as Useful Synthetic Intermediates of Diphenylamine-Fused Porphyrin and meso-to-meso -to- Doubly Butadiyne-Bridged Diporphyrin Reviewed

    Fukui Norihito, Yorimitsu Hideki, Osuka Atsuhiro

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 54 ( 21 ) page: 6311-6314   2015.5

  18. PALLADIUM-CATALYZED [3+2] ANNULATION OF meso-BROMOPORPHYRINS WITH SILYLACETYLENES AND DESILYLATION OF 8(a)-SILYL-7,8-DEHYDROPURPURIN Reviewed

    Fukui Norihito, Arai Seiji, Shinokubo Hiroshi, Yorimitsu Hideki, Osuka Atsuhiro

    HETEROCYCLES   Vol. 90 ( 1 ) page: 252-260   2015.1

  19. Synthesis of 7,8-Dehydropurpurin Dimers and Their Conversion into Conformationally Constrained b-to-b Vinylene-Bridged Porphyrin Dimers** Reviewed

    Fukui Norihito, Yorimitsu Hideki, Lim Jong Min, Kim Dongho, Osuka Atsuhiro

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 53 ( 17 ) page: 4395-4398   2014.4

  20. Control of the conformational dynamics of meso-meso vinylene-bridged Zn(II) porphyrin dimers through diamine coordination Reviewed

    Son Minjung, Sung Young Mo, Tokuji Sumito, Fukui Norihito, Yorimitsu Hideki, Osuka Atsuhiro, Kim Dongho

    CHEMICAL COMMUNICATIONS   Vol. 50 ( 23 ) page: 3078-3080   2014

  21. Amination of meso-Bromoporphyrins and 9-Haloanthracenes with Diarylamines Catalyzed by a Palladium-PEPPSI Complex Reviewed

    Suzuki Yuko, Fukui Norihito, Murakami Kei, Yorimitsu Hideki, Osuka Atsuhiro

    ASIAN JOURNAL OF ORGANIC CHEMISTRY   Vol. 2 ( 12 ) page: 1066-1071   2013.12

  22. Oxidative Fusion Reactions of meso-(Diarylamino)porphyrins Reviewed

    Fukui Norihito, Cha Won-Young, Lee Sangsu, Tokuji Sumito, Kim Dongho, Yorimitsu Hideki, Osuka Atsuhiro

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   Vol. 52 ( 37 ) page: 9728-9732   2013.9

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Presentations 94

  1. Synthesis of Covalently Linked Norcorrole Dimers and Their Association Behavior

    ○Si-Yu Liu, Shusaku Ukai, Norihito Fukui, Hiroshi Shinokubo

    2021.3.22 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (general)  

  2. Facile Synthesis of Bilindione and Optical Property of 5-Oxaporphyrinium Cation

    ○Asahi Takiguchi, Seongsoo Kang, Norihito Fukui, Dongho Kim, Hiroshi Shinokubo

    2021.3.20 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (general)  

  3. Recognition of fullerenes with internally functionalized bowl-shaped aromatic hydrocarbons

    ○Yoshihiro Takeo, Masaki Kato, Norihito Fukui, Hiroshi Shinokubo

    2021.3.20 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (general)  

  4. Formation of antiaromatic norcorrole 1D stacking structure by supramolecular assembly approach

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.3.20 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (general)  

  5. Synthesis and Properties of Carbonyl-Inserted Perylene Bisimide

    ○Mai Odajima, Keita Tajima, Norihito Fukui, Hiroshi shinokubo

    2021.3.20 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (general)  

  6. Synthesis and properties of indeno[1,2,3,4-pqra]perylene

    ○Masaki Kato, Norihito Fukui, Hiroshi Shinokubo

    2021.3.19 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (general)  

  7. Synthesis and Properties of Acridino[2,1,9,8-klmna]acridine Bisimides

    ○Keita Tajima, Kyohei Matsuo, Hiroko Yamada, Shu Seki, Norihito Fukui, Hiroshi shinokubo

    2021.3.19 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (general)  

  8. 分子骨格内部の変換を指針とした新規π電子系化合物の創出 Invited

    ○福井 識人

    静岡大学ナノマテリアル応用研究会  2021.3.9 

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    Event date: 2021.3

    Language:Japanese   Presentation type:Oral presentation (invited, special)  

  9. Synthesis and Properties of 5-Oxaporphyrinium Cation and Its Application

    ○Asahi Takiguchi, Norihito Fukui, Hiroshi Shinokubo

    2021.1.8 

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    Event date: 2021.1

    Language:Japanese   Presentation type:Poster presentation  

  10. Supramolecular assembly of antiaromatic norcorrole

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.1.8 

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    Event date: 2021.1

    Language:Japanese   Presentation type:Poster presentation  

  11. Supramolecular assembly of antiaromatic norcorrole

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.1.8 

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    Event date: 2021.1

    Language:Japanese   Presentation type:Poster presentation  

  12. Encapsulation of Antiaromatic Norcorrole Ni (II) Complexes Within a Micellar Capsule in Water

    ○Si-Yu Liu, Natsuki Kishida, Norihito Fukui, Michito Yoshizawa, Hiroshi Shinokubo

    2021.1.8 

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    Event date: 2021.1

    Language:Japanese   Presentation type:Poster presentation  

  13. Synthesis and Properties of Acridino[2,1,9,8-klmna]acridine Bisimides

    ○Keita Tajima, Kyohei Matsuo, Hiroko Yamada, Shu Seki, Norihito Fukui, Hiroshi shinokubo

    2020.12.4 

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    Event date: 2020.12

    Language:Japanese   Presentation type:Poster presentation  

  14. Synthesis and Properties of Diaza-s-indacenes

    ○Kensuke Hanida, Norihito Fukui, Hiroshi Shinokubo

    2020.11.20 

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    Event date: 2020.11

    Language:Japanese   Presentation type:Oral presentation (general)  

  15. A 2-to-2' 18-to-18' Doubly Linked Ni(II) Norcorrole Dimer: An Effectively Conjugated Antiaromatic Dyad

    ○Si-Yu Liu, Hiroyuki Kawashima, Norihito Fukui, Hiroshi Shinokubo

    2020.10.20 

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    Event date: 2020.10

    Language:English   Presentation type:Poster presentation  

  16. 分子骨格内部の変換を指針とした新規π電子系化合物の創出 Invited

    ○福井 識人

    有機化学学生ウェビナー  2020.8.2 

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    Event date: 2020.8

    Language:Japanese   Presentation type:Oral presentation (invited, special)  

  17. Synthesis and Properties of Diaza-s-indacenes

    ○Kensuke Hanida, Norihito Fukui, Hiroshi Shinokubo

    2020.3.23 

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    Event date: 2020.3

    Language:Japanese   Presentation type:Oral presentation (general)  

  18. Synthesis and Properties of Diaza-s-indacenes

    ○Kensuke Hanida, Norihito Fukui, Hiroshi Shinokubo

    2020.3.23 

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  19. 分子骨格内部の変換を指針とした新規π電子系化合物の創出

    ○福井 識人

    有機化学学生ウェビナー  2020.8.2 

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    Presentation type:Oral presentation (invited, special)  

  20. Synthesis and Properties of Acridino[2,1,9,8-klmna]acridine Bisimides

    ○Keita Tajima, Kyohei Matsuo, Hiroko Yamada, Shu Seki, Norihito Fukui, Hiroshi shinokubo

    2021.3.19 

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    Presentation type:Oral presentation (general)  

  21. Synthesis and Properties of Acridino[2,1,9,8-klmna]acridine Bisimides

    ○Keita Tajima, Kyohei Matsuo, Hiroko Yamada, Shu Seki, Norihito Fukui, Hiroshi shinokubo

    2020.12.4 

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  22. Synthesis and properties of indeno[1,2,3,4-pqra]perylene

    ○Masaki Kato, Norihito Fukui, Hiroshi Shinokubo

    2021.3.19 

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    Presentation type:Oral presentation (general)  

  23. 分子骨格内部の変換を指針とした新規π電子系化合物の創出

    ○福井 識人

    静岡大学ナノマテリアル応用研究会  2021.3.9 

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    Presentation type:Oral presentation (invited, special)  

  24. Synthesis and Properties of Carbonyl-Inserted Perylene Bisimide

    ○Mai Odajima, Keita Tajima, Norihito Fukui, Hiroshi shinokubo

    2021.3.20 

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    Presentation type:Oral presentation (general)  

  25. Facile Synthesis of Bilindione and Optical Property of 5-Oxaporphyrinium Cation

    ○Asahi Takiguchi, Seongsoo Kang, Norihito Fukui, Dongho Kim, Hiroshi Shinokubo

    2021.3.20 

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    Presentation type:Oral presentation (general)  

  26. A 2-to-2' 18-to-18' Doubly Linked Ni(II) Norcorrole Dimer: An Effectively Conjugated Antiaromatic Dyad

    ○Si-Yu Liu, Hiroyuki Kawashima, Norihito Fukui, Hiroshi Shinokubo

    2020.10.20 

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    Presentation type:Poster presentation  

  27. Synthesis and Properties of Diaza-s-indacenes

    ○Kensuke Hanida, Norihito Fukui, Hiroshi Shinokubo

    2020.11.20 

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    Presentation type:Oral presentation (general)  

  28. Recognition of fullerenes with internally functionalized bowl-shaped aromatic hydrocarbons

    ○Yoshihiro Takeo, Masaki Kato, Norihito Fukui, Hiroshi Shinokubo

    2021.3.20 

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    Presentation type:Oral presentation (general)  

  29. Supramolecular assembly of antiaromatic norcorrole

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.1.8 

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    Presentation type:Poster presentation  

  30. Supramolecular assembly of antiaromatic norcorrole

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.1.8 

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    Presentation type:Poster presentation  

  31. Encapsulation of Antiaromatic Norcorrole Ni (II) Complexes Within a Micellar Capsule in Water

    ○Si-Yu Liu, Natsuki Kishida, Norihito Fukui, Michito Yoshizawa, Hiroshi Shinokubo

    2021.1.8 

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    Presentation type:Poster presentation  

  32. Synthesis and Properties of 5-Oxaporphyrinium Cation and Its Application

    ○Asahi Takiguchi, Norihito Fukui, Hiroshi Shinokubo

    2021.1.8 

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    Presentation type:Poster presentation  

  33. Synthesis of Covalently Linked Norcorrole Dimers and Their Association Behavior

    ○Si-Yu Liu, Shusaku Ukai, Norihito Fukui, Hiroshi Shinokubo

    2021.3.22 

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    Presentation type:Oral presentation (general)  

  34. Formation of antiaromatic norcorrole 1D stacking structure by supramolecular assembly approach

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.3.20 

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    Presentation type:Oral presentation (general)  

  35. Synthesis and Properties of Diaza-s-indacenes

    ○Kensuke Hanida, Norihito Fukui, Hiroshi Shinokubo

    2020.3.23 

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    Language:Japanese   Presentation type:Oral presentation (general)  

  36. Recognition of fullerenes with internally functionalized bowl-shaped aromatic hydrocarbons

    ○Yoshihiro Takeo, Masaki Kato, Norihito Fukui, Hiroshi Shinokubo

    2021.3.20 

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    Language:Japanese   Presentation type:Oral presentation (general)  

  37. Supramolecular assembly of antiaromatic norcorrole

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.1.8 

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    Language:Japanese   Presentation type:Poster presentation  

  38. Supramolecular assembly of antiaromatic norcorrole

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.1.8 

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    Language:Japanese   Presentation type:Poster presentation  

  39. Encapsulation of Antiaromatic Norcorrole Ni (II) Complexes Within a Micellar Capsule in Water

    ○Si-Yu Liu, Natsuki Kishida, Norihito Fukui, Michito Yoshizawa, Hiroshi Shinokubo

    2021.1.8 

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    Language:Japanese   Presentation type:Poster presentation  

  40. Synthesis and Properties of 5-Oxaporphyrinium Cation and Its Application

    ○Asahi Takiguchi, Norihito Fukui, Hiroshi Shinokubo

    2021.1.8 

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    Language:Japanese   Presentation type:Poster presentation  

  41. Synthesis of Covalently Linked Norcorrole Dimers and Their Association Behavior

    ○Si-Yu Liu, Shusaku Ukai, Norihito Fukui, Hiroshi Shinokubo

    2021.3.22 

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    Language:Japanese   Presentation type:Oral presentation (general)  

  42. Formation of antiaromatic norcorrole 1D stacking structure by supramolecular assembly approach

    ◯Shusaku Ukai, Aiko Takamatsu, Soichiro Ogi, Norihito Fukui, Shu Seki, Shigehiro Yamaguchi, Hiroshi Shinokubo

    2021.3.20 

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    Language:Japanese   Presentation type:Oral presentation (general)  

  43. Synthesis and Properties of Diaza-s-indacenes

    ○Kensuke Hanida, Norihito Fukui, Hiroshi Shinokubo

    2020.11.20 

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    Language:Japanese   Presentation type:Oral presentation (general)  

  44. 分子骨格内部の変換を指針とした新規π電子系化合物の創出 Invited

    ○福井 識人

    静岡大学ナノマテリアル応用研究会  2021.3.9 

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    Language:Japanese   Presentation type:Oral presentation (invited, special)  

  45. 分子骨格内部の変換を指針とした新規π電子系化合物の創出 Invited

    ○福井 識人

    有機化学学生ウェビナー  2020.8.2 

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    Language:Japanese   Presentation type:Oral presentation (invited, special)  

  46. Synthesis and Properties of Acridino[2,1,9,8-klmna]acridine Bisimides

    ○Keita Tajima, Kyohei Matsuo, Hiroko Yamada, Shu Seki, Norihito Fukui, Hiroshi shinokubo

    2021.3.19 

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    Language:Japanese   Presentation type:Oral presentation (general)  

  47. Synthesis and Properties of Acridino[2,1,9,8-klmna]acridine Bisimides

    ○Keita Tajima, Kyohei Matsuo, Hiroko Yamada, Shu Seki, Norihito Fukui, Hiroshi shinokubo

    2020.12.4 

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    Language:Japanese   Presentation type:Poster presentation  

  48. Synthesis and properties of indeno[1,2,3,4-pqra]perylene

    ○Masaki Kato, Norihito Fukui, Hiroshi Shinokubo

    2021.3.19 

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    Language:Japanese   Presentation type:Oral presentation (general)  

  49. Synthesis and Properties of Carbonyl-Inserted Perylene Bisimide

    ○Mai Odajima, Keita Tajima, Norihito Fukui, Hiroshi shinokubo

    2021.3.20 

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    Language:Japanese   Presentation type:Oral presentation (general)  

  50. Facile Synthesis of Bilindione and Optical Property of 5-Oxaporphyrinium Cation

    ○Asahi Takiguchi, Seongsoo Kang, Norihito Fukui, Dongho Kim, Hiroshi Shinokubo

    2021.3.20 

     More details

    Language:Japanese   Presentation type:Oral presentation (general)  

  51. A 2-to-2' 18-to-18' Doubly Linked Ni(II) Norcorrole Dimer: An Effectively Conjugated Antiaromatic Dyad

    ○Si-Yu Liu, Hiroyuki Kawashima, Norihito Fukui, Hiroshi Shinokubo

    2020.10.20 

     More details

    Language:English   Presentation type:Poster presentation  

  52. 分子骨格内部の変換を指針とした新規π電子系化合物の創出 Invited

    福井 識人

    静岡大学ナノマテリアル応用研究会 研究シンポジウム  2021.3.9 

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    Event date: 2021.3

    Language:English   Presentation type:Oral presentation (general)  

  53. ビリンジオンの簡易合成法の開発と反応性の検証 International conference

    瀧口 あさひ, 福井 識人, 忍久保 洋

    日本化学会第100春季年会 

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    Event date: 2020.3

    Venue:東京理科大学   Country:Japan  

  54. ノルコロールNi錯体におけるメゾ位置換基の速度論的安定化効果の検証 International conference

    鵜飼 修作, 野澤 遼, 福井 識人, 忍久保 洋

    日本化学会第100春季年会 

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    Event date: 2020.3

    Venue:東京理科大学   Country:Japan  

  55. Synthesis, Structure, and Properties of Doubly Linked Norcorrole Dimer International conference

    Si-Yu Liu, Hiroyuki Kawashima, Norihito Fukui, Hiroshi Shinokubo

    日本化学会第100春季年会 

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    Event date: 2020.3

    Venue:東京理科大学   Country:Japan  

  56. 近赤外吸収を示すC70部分骨格の合成と物性 International conference

    田中 佑宜, 福井 識人, 忍久保 洋

    日本化学会第100春季年会 

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    Event date: 2020.3

    Venue:東京理科大学   Country:Japan  

  57. 硫黄挿入型ペリレンビスイミドの合成と物性 International conference

    早川 咲穂, 福井 識人, 忍久保 洋

    日本化学会第100春季年会 

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    Event date: 2020.3

    Venue:東京理科大学   Country:Japan  

  58. 大環状ノルコロール二量体の合成 International conference

    川島 寛之,野澤 遼,福井 識人,忍久保 洋

    日本化学会第100春季年会 

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    Event date: 2020.3

    Venue:東京理科大学   Country:Japan  

  59. ジアザ-s-インダセンの合成と物性 International conference

    埴田 健介, 福井 識人, 忍久保 洋

    日本化学会第100春季年会 

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    Event date: 2020.3

    Venue:東京理科大学   Country:Japan  

  60. Synthesis and Properties of Diaza-s-indacenes

    ○Kensuke Hanida, Norihito Fukui, Hiroshi Shinokubo

    2020.3.25 

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    Event date: 2020.3

    Language:Japanese  

  61. 硫黄挿入型ペリレンビスイミドの合成と物性 International conference

    早川咲穂, 福井 識人, 忍久保 洋

    第46回有機典型元素化学討論会 

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    Event date: 2019.12

    Venue:松山大学   Country:Japan  

  62. [2+2] Cycloaddition of etheno-fused diporphyrins International conference

    宮川 和弥, 福井 識人, 忍久保 洋

    第30回基礎有機化学討論会 

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    Event date: 2019.9

    Venue:大阪国際交流センター   Country:Japan  

  63. 窒素架橋されたナフタレンモノイミド二量体の合成とその凝集誘起発光 International conference

    田島 慶太, 福井 識人, 忍久保 洋

    第30回基礎有機化学討論会 

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    Event date: 2019.9

    Venue:大阪国際交流センター   Country:Japan  

  64. ヘテロ原子挿入型ペリレンビスイミド類縁体の合成と物性 International conference

    早川咲穂, 福井 識人, 忍久保 洋

    第30回基礎有機化学討論会 

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    Event date: 2019.9

    Venue:大阪国際交流センター   Country:Japan  

  65. ヘテロ原子挿入型ペリレンビスイミド類縁体の合成と物性 International conference

    早川咲穂, 福井 識人, 忍久保 洋

    第13回分子科学討論会2019 

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    Event date: 2019.9

    Venue:名古屋大学   Country:Japan  

  66. 近赤外吸収を示すC70部分骨格の合成と物性 International conference

    田中 佑宜, 福井 識人, 忍久保 洋

    第30回基礎有機化学討論会 

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    Event date: 2019.8

    Venue:大阪国際交流センター   Country:Japan  

  67. Synthesis of meso-Alkyl Norcorroles and Conversion to 5-Oxaporphyrins(2.0.1.0) International conference

    劉 思雨, 福井 識人, 忍久保 洋

    第51回構造有機化学若手の会 夏の学校 

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    Event date: 2019.8

    Venue:京都竹の郷温泉 ホテル京都エミナース   Country:Japan  

  68. 窒素架橋されたナフタレンモノイミド二量体の合成とその凝集誘起発光 International conference

    田島 慶太, 福井 識人, 忍久保 洋

    第51回構造有機化学若手の会 夏の学校 

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    Event date: 2019.8

    Venue:京都竹の郷温泉 ホテル京都エミナース   Country:Japan  

  69. Synthesis of Hydroxyisooxophlorins by Oxidative Degradation of meso-Hydroxyporphyrins International conference

    瀧口 あさひ, 福井 識人, 忍久保 洋

    第51回構造有機化学若手の会 夏の学校 

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    Event date: 2019.8

    Venue:京都竹の郷温泉 ホテル京都エミナース   Country:Japan  

  70. Stability and association behavior of a norcorrole Ni(II) complex with 3,5-di-tert-butylphenyl groups at meso positions International conference

    鵜飼 修作, 野澤 遼, 福井 識人, 忍久保 洋

    第51回構造有機化学若手の会 夏の学校 

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    Event date: 2019.8

    Venue:京都竹の郷温泉 ホテル京都エミナース   Country:Japan  

  71. 分子骨格内部の変換を指針とした新規π電子系化合物の創出 International conference

    福井 識人

    第3回集合有機分子機能研究会 

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    Event date: 2019.8

    Venue:WASHU BLUE RESORT 風籠   Country:Japan  

  72. Synthesis of meso-Alkyl-Substituted Norcorrole Ni Complexes and Conversion to 5-Oxaporphyrins(2.0.1.0) International conference

    劉 思雨, 福井 識人, 忍久保 洋

    The 18th International Symposium on Novel Aromatic Compounds (ISNA-18) 

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    Event date: 2019.7

    Venue:札幌コンベンションセンター   Country:Japan  

  73. Synthesis of Hydroxyisooxophlorins by Oxidative Degradation of meso-Hydroxyporphyrins International conference

    瀧口 あさひ, 福井 識人, 忍久保 洋

    The 18th International Symposium on Novel Aromatic Compounds (ISNA-18) 

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    Event date: 2019.7

    Venue:札幌コンベンションセンター   Country:Japan  

  74. 5,15-Dithiaporphyrin S,S-Tetraoxide as a Highly Electron-Deficient Porphyrinic Ligand International conference

    八木 篤実, 山下 大輔, 福井 識人, 池上 崇久, 忍久保 洋

    ITbM-GTR Pre-ISNA Symposium "Toward Advanced Functions from New pi-Skeletons" 

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    Event date: 2019.7

    Venue:名古屋大学   Country:Japan  

  75. [2+2] Cycloaddition of etheno-fused diporphyrins International conference

    宮川 和弥, 福井 識人, 忍久保 洋

    ITbM-GTR Pre-ISNA Symposium "Toward Advanced Functions from New pi-Skeletons" 

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    Event date: 2019.7

    Venue:名古屋大学   Country:Japan  

  76. Synthesis and Aggregation-Induced Emission of Nitrogen-Bridged Naphthalene Monoimide Dimers International conference

    田島 慶太, 福井 識人, 忍久保 洋

    ITbM-GTR Pre-ISNA Symposium "Toward Advanced Functions from New pi-Skeletons" 

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    Event date: 2019.7

    Venue:名古屋大学   Country:Japan  

  77. Synthesis of Hydroxyisooxophlorins by Oxidative Degradation of meso-Hydroxyporphyrins International conference

    瀧口 あさひ, 福井 識人, 忍久保 洋

    ITbM-GTR Pre-ISNA Symposium "Toward Advanced Functions from New pi-Skeletons" 

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    Event date: 2019.7

    Venue:名古屋大学   Country:Japan  

  78. Synthesis of meso-Alkyl-Substituted Norcorrole Ni Complexes and Conversion to 5-Oxaporphyrins(2.0.1.0) International conference

    劉 思雨, 福井 識人, 忍久保 洋

    ITbM-GTR Pre-ISNA Symposium "Toward Advanced Functions from New pi-Skeletons" 

     More details

    Event date: 2019.7

    Venue:名古屋大学   Country:Japan  

  79. Stability and association behavior of a norcorrole Ni(II) complex with 3,5-di-tert-butylphenyl groups at meso positions International conference

    鵜飼 修作, 野澤 遼, 福井 識人, 忍久保 洋

    ITbM-GTR Pre-ISNA Symposium "Toward Advanced Functions from New pi-Skeletons" 

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    Event date: 2019.7

    Venue:名古屋大学   Country:Japan  

  80. Synthesis and Properties of Heteroatom-inserted Perylene Bisimide Analogues International conference

    早川咲穂, 福井 識人, 忍久保 洋

    The 80th Okazaki Conference, Chirality-induced spin selectivity and its related phenomena 

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    Event date: 2019.5

    Venue:Institute for Molecular Science   Country:Japan  

  81. 平面性の高いジアリールアミン縮環ポルフィリンおよびその安定ラジカルカチオン種の合成 International conference

    福井識人・依光英樹・大須賀篤弘

    日本化学会第96春季年会 

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    Event date: 2016

    Venue:同志社大学   Country:Japan  

  82. 曲面π共役系を有する三重縮環ポルフィリン多量体の合成と物性 International conference

    福井識人・依光英樹・大須賀篤弘

    第36回有機合成若手セミナー 

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    Event date: 2016

    Venue:京都薬科大学   Country:Japan  

  83. Highly Planar Diarylamine-fused Porphyrins and Their Stable Radical Cations International conference

    Norihito Fukui, Hideki Yorimitsu, Atsuhiro Osuka

    Ninth International Conference on Porphyrins and Phthalocyanines (ICPP-9) 

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    Event date: 2016

    Venue:Nanjing, China   Country:Japan  

  84. メゾ位に電子求引性置換基を有するポルフィリンの位置選択的な酸化的縮環反応 International conference

    福井識人・依光英樹・大須賀篤弘

    第十一回有機元素化学セミナー 

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    Event date: 2016

    Venue:京都大学   Country:Japan  

  85. ジフェニルアミン縮環ポルフィリンの合成と物性 International conference

    福井識人

    千葉大学テニュアトラック教員主催セミナー 

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    Event date: 2015

    Venue:千葉大学   Country:Japan  

  86. フェノキサジン縮環ポルフィリンの合成と物性 International conference

    福井識人・依光英樹・大須賀篤弘

    錯体化学会第65回討論会 

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    Event date: 2015

    Venue:奈良女子大学   Country:Japan  

  87. Synthesis and Conversion of meso,β-Oligohaloporphyrins International conference

    Norihito Fukui, Hideki Yorimitsu, Atsuhiro Osuka

    The 10th Organoelement Chemistry Seminar 

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    Event date: 2015

    Venue:Kyoto University, Kyoto, Japan   Country:Japan  

  88. Synthesis and properties of nitrogen-embedded porphyrins International conference

    Norihito Fukui, Hideki Yorimitsu, Atsuhiro Osuka

    The Sixteenth International Conference on the Science and Application of Nanotubes 

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    Event date: 2015

    Venue:Nagoya University, Nagoya, Japan   Country:Japan  

  89. meso-β-ハロゲン化ポルフィリンの合成と変換 International conference

    福井識人・依光英樹・大須賀篤弘

    日本化学会第95春季年会 

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    Event date: 2015

    Venue:日本大学   Country:Japan  

  90. 有効に共役したデヒドロパープリン二量体の合成とその物性 International conference

    福井識人・依光英樹・大須賀篤弘

    日本化学会第94春季年会 

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    Event date: 2014

    Venue:名古屋大学(愛知県)   Country:Japan  

  91. メゾアミノポルフィリンの縮環反応 International conference

    福井識人・徳地澄人・依光英樹・大須賀篤弘

    日本化学会第93春季年会 

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    Event date: 2013

    Venue:立命館大学 びわこ・くさつキャンパス   Country:Japan  

  92. 有効に共役したデヒドロパープリン二量体の合成とその物性 International conference

    福井識人・依光英樹・大須賀篤弘

    第九回有機元素セミナー 

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    Event date: 2013

    Venue:京都大学(京都府)   Country:Japan  

  93. 分子骨格内部の変換を指針とした新規π電子系化合物の創出 Invited

    福井識人

    有機化学学生ウェビナー  2020.8.2 

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    Language:English   Presentation type:Oral presentation (invited, special)  

  94. 分子骨格内部の変換を指針とした新規π電子系化合物の創出

    福井 識人

    第3回集合有機分子機能研究会  2019.8.2 

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    Language:Japanese   Presentation type:Oral presentation (general)  

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Research Project for Joint Research, Competitive Funding, etc. 8

  1. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2021.4 - 2022.3

    研究奨励助成 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1000000

  2. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2021.3 - 2022.3

    研究助成 

      More details

    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1000000

  3. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2020.12 - 2021.11

    研究助成 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1000000

  4. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2020.11 - 2022.3

    マツダ研究助成 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1000000

  5. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2020.10 - 2021.9

    研究助成 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1000000

  6. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2020.9 - 2021.8

    研究助成 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\2250000

  7. 硫黄挿入型ペリレンビスイミドの有機薄膜太陽電池向け塗布型光変換前駆体としての利用

    2020.4 - 2021.3

    研究助成 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1500000

  8. 有機薄膜太陽電池への応用を指向した 湾曲構造を有するn型有機半導体材料の開発

    2018.9 - 2019.8

    一般研究助成 

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    Grant type:Competitive

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KAKENHI (Grants-in-Aid for Scientific Research) 10

  1. 狭バンドギャップと安定性を兼ね備えた芳香族炭化水素の創出と両極性有機半導体としての応用

    2021.10 - 2022.9

    三菱財団  第52回若手助成 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\4000000

  2. 狭バンドギャップと安定性を兼ね備えた芳香族炭化水素の創出

    2021.4 - 2022.3

    豊田理化学研究所  豊田理研スカラー 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1000000

  3. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2021.4 - 2022.3

    東京化成化学振興財団 

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    Authorship:Principal investigator 

    Grant amount:\1000000

  4. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2021.4 - 2022.3

    中部電気利用基礎研究振興財団 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\890000

  5. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2021.4 - 2022.3

    東燃ゼネラル研究奨励・奨学会 

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\1000000

  6. 硫黄の脱離を分子設計の鍵とするn型有機半導体の可溶性前駆体の開発と有機薄膜太陽電池への応用

    2021.3 - 2022.3

    松籟科学技術振興財団 

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    Grant type:Competitive

  7. 先端計測技術を用いた高密度共役分子集積体の物性解明

    Grant number:20H05867  2020.11 - 2025.3

    日本学術振興会  科学研究費助成事業 学術変革領域研究(A)  学術変革領域研究(A)

    竹延 大志, 熊井 玲児, 関 修平, 福井 識人, 熊井 玲児, 関 修平, 福井 識人

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    Authorship:Coinvestigator(s)  Grant type:Competitive

    Grant amount:\300000

    本研究は,A01・A02・A04班により高密化・集積化された高密度共役分子集積体に対して様々な物性測定を行い,π共役を超える新しい分子間共役である“X”-conjugationを検証・確立する。具体的には,Only One計測評価技術と化学的な知見を組み合わせ,新物質の超高速定量評価とスクリーニングを目指す。蓄積した情報はA01・A02班にフィードバックし,機能開拓に適した集合体を実現する。併せて,領域内共通装置を核とした高密度共役物性評価支援拠点をA04班と形成し,領域内共同研究を通して,構造・光・伝導・熱・磁気特性を最適化し,“X”-conjugationの本質を解き明かす。

  8. ヘテロ元素の挿入を分子設計の鍵とした新規湾曲π共役分子の創出

    Grant number:20K15257  2020.4 - 2022.3

    日本学術振興会  科学研究費助成事業 若手研究  若手研究

    福井 識人

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    Authorship:Principal investigator 

    Grant amount:\4160000 ( Direct Cost: \3200000 、 Indirect Cost:\960000 )

    湾曲したπ共役分子は三次元的なπ電子の広がりや高い溶解性などの特徴的な性質を示す。これらの特性は機能性有機材料創出の観点から重要であるが、機能発現には置換基の導入による電子状態の制御が必要となる。一方、ヘテロ元素を骨格に組み込めば、周辺置換基に頼らずとも電子状態を調節できる。しかし現在、ヘテロ元素含有湾曲π共役分子の設計は「既存の湾曲分子の炭素をヘテロ元素へ置換する」という戦略に依存している。これに対して本研究では、湾曲π共役分子の新たな設計指針の構築を狙い、「平面π共役分子へのヘテロ元素の挿入」という指針を掲げ、新規機能性分子の創出を目指す。
    湾曲したπ共役分子は三次元的なπ電子の広がりや高い溶解性などの特徴的な性質を示す。これらの特性は機能性有機材料創出の観点から重要であり、特に有機電子材料のような集積状態での利用にとって魅力的である。しかし、機能発現には置換基の導入による電子状態の制御が必要となる。一方、ヘテロ元素を骨格に組み込めば、周辺置換基に頼らずとも電子状態を調節できる。しかし現在、ヘテロ元素含有湾曲π共役分子の設計は「既存の湾曲分子の炭素をヘテロ元素へ置換する」という戦略に依存している。これに対して本研究では、湾曲π共役分子の新たな設計指針の構築を狙い、「平面π共役分子へのヘテロ元素の挿入」という指針を掲げ、この指針に基づき新規機能性分子の創出を行った。
    具体的には、当該年度ではペリレンビスイミドという機能性π共役分子に着目し、これに硫黄というヘテロ元素を1つ挿入した分子を創出した。得られた分子は非平面構造を有するため、各種有機溶媒に対して優れた溶解性を示した。また、興味深いことに、この分子は光や熱といった外部刺激に応答し、硫黄を脱離させ、ペリレンビスイミドへ変化した。この特異な反応性を活かせば、n型有機半導体の可溶性前駆体として活用できることが明らかとなった。加えて、代表者は、2つの硫黄元素がペリレンビスイミドに挿入されたV字型分子の創出にも成功している。これらはいずれも外部識者による査読を受け、国際学術誌に掲載されている。
    硫黄挿入型ペリレンビスイミドの高い溶解性と特異な硫黄脱離反応を活かすことで、可溶性前駆体へと発展させる構想は、新書において提案したものである。当該年度はこの構想の実現化に成功した。また、硫黄を2つ挿入したV字型分子の創出にも成功し、これについては既に国際学術誌に成果を報告している。さらには、申請段階では想定していなかった成果として、ヘテロ元素ではなく炭素を内部に挿入したペリレンビスイミド類縁体の創出にも成功している。この研究については既に学会発表を行なっており、現在論文化を進めている。以上のことから本研究課題は当初の計画以上に進展していると言える。
    初年度に創出した硫黄挿入型ペリレンビスイミドの可溶性前駆体としての実用化を目指した検討を進める。具体的には、1)標的分子の大量合成法の確立と2)分子構造と成膜条件の最適化、を実施する。
    また、ヘテロ元素という枠に捉われず「元素の挿入」という独自視点の拡張を目指す。具体的には、既に合成を終えている炭素挿入型ペリレンビスイミドに関して、挿入された炭素の効果に由来した特異な物性の解明を目指す。

  9. Application of heteroatom-embedded porphyrins to photodynamic therapy

    Grant number:19KK0138  2019.10 - 2022.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Fund for the Promotion of Joint International Research (Fostering Joint International Research (B))  Fund for the Promotion of Joint International Research (Fostering Joint International Research (B))

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    Authorship:Coinvestigator(s) 

  10. 新規合成戦略の開発を基軸とした機能性π拡張ポルフィリンの創出

    2015.4 - 2018.3

    日本学術振興会  特別研究員(DC1) 

    福井 識人

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    Authorship:Principal investigator  Grant type:Competitive

    Grant amount:\2800000

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Teaching Experience (On-campus) 17

  1. 卒業研究B

    2020

  2. 卒業研究A

    2020

  3. 化学生命工学実験3

    2020

  4. 化学生命工学実験2

    2020

  5. 有機化学セミナー2E

    2020

  6. 有機化学セミナー2D

    2020

  7. 有機化学セミナー2B

    2020

  8. 有機化学セミナー2A

    2020

  9. 有機化学セミナー1C

    2020

  10. 有機化学セミナー1B

    2020

  11. Seminar on Molecular Chemistry 1A

    2020

  12. 有機化学2及び演習

    2019

  13. 化学生命工学実験2

    2019

  14. 化学生命工学実験3

    2019

  15. 有機化学2及び演習

    2018

  16. 化学生命工学実験3

    2018

  17. 化学生命工学実験2

    2018

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