Faculty Profiles - SHINOKUBO, Hiroshi

Papers - SHINOKUBO, Hiroshi

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Direct amination of the antiaromatic Ni-II norcorrole Reviewed

Yoshida Takuya, Shinokubo Hiroshi

MATERIALS CHEMISTRY FRONTIERS Vol. 1 ( 9 ) page： 1853 - 1857 2017.9

Selective alpha-arylation of alpha,beta-unsaturated imides mediated by a visible light photoredox catalyst

Ando Yuki, Kamatsuka Takuto, Shinokubo Hiroshi, Miyake Yoshihiro

CHEMICAL COMMUNICATIONS Vol. 53 ( 65 ) page： 9136-9138 2017.8

Highly-conducting molecular circuits based on antiaromaticity Reviewed

Fujii Shintaro, Marques-Gonzalez Santiago, Shin Ji-Young, Shinokubo Hiroshi, Masuda Takuya, Nishino Tomoaki, Arasu Narendra P., Vazquez Hector, Kiguchi Manabu

NATURE COMMUNICATIONS Vol. 8 2017.7

Synthesis, Properties, and Reactivities of Ruthenium(II) Carbonyl 5,15-Diazaporphyrins Reviewed

Nishimura Tsubasa, Miyake Yoshihiro, Shinokubo Hiroshi

CHEMISTRY LETTERS Vol. 46 ( 7 ) page： 995 - 997 2017.7

NIR mechanochromic behaviours of a tetracyanoethylene-bridged hexa-peri-hexabenzocoronene dimer and trimer through dissociation of C-C bonds Reviewed

Oda Kazuma, Hiroto Satoru, Shinokubo Hiroshi

JOURNAL OF MATERIALS CHEMISTRY C Vol. 5 ( 22 ) page： 5310 - 5315 2017.6

NIR mechanochromic behaviours of a tetracyanoethylene-bridged hexa-peri-hexabenzocoronene dimer and trimer through dissociation of C–C bonds Reviewed International journal

Oda Kazuma, Hiroto Satoru, Shinokubo Hiroshi

Journal of Materials Chemistry C Vol. 5 ( 22 ) page： 5310 - 5315 2017.6

Authorship：Corresponding author Language：English Publishing type：Research paper (scientific journal)

Oxidation of dicyanomethyl-substituted hexa-peri-hexabenzocoronenes (HBCs) furnished a tetracyanoethylene-bridged HBC dimer and trimer. The solid state structures of the oligomers were elucidated using single crystal X-ray diffraction analysis. In the solution state, these HBC oligomers exhibited conformational isomerism, depending on solvents and temperatures. Moreover, solid samples of the HBC dimer and trimer exhibited mechanochromism, showing near IR absorption upon grinding through generation of radical species. The formed radical was stable for 4 months, indicating the persistent nature of the radical species. These NIR mechanochromic behaviours of the HBC oligomers were originated from the reversible C–C bond dissociation and formation of a tetracyanoethylene linkage between the HBC units.

CiNii Research

10-Silacorroles Exhibiting Near-Infrared Absorption and Emission

Omori Hiroto, Hiroto Satoru, Shinokubo Hiroshi

CHEMISTRY-A EUROPEAN JOURNAL Vol. 23 ( 33 ) page： 7866-7870 2017.6

10-Silacorroles Exhibiting NIR Absorption and Emission Reviewed International journal

Omori Hiroto, Hiroto Satoru, Shinokubo Hiroshi

CHEMISTRY-A EUROPEAN JOURNAL Vol. 22 ( 33 ) page： 7866 - 7870 2017.6

Authorship：Corresponding author Language：English Publishing type：Research paper (scientific journal)

10-Silacorroles were obtained from the Pd-catalyzed silylative cyclization of a bis(α,α′-dibromodipyrrin) Ni^II precursor with dihydrosilanes. These 10-silacorroles show substantially red-shifted absorption bands relative to those of normal porphyrins and isocorroles. Notably, the corresponding free base and Zn^II 10-silacorroles exhibit emissions in the NIR region. Theoretical calculations on these 10-silacorroles revealed the presence of σ*–π* conjugation between the silyl group and the tetrapyrrole π system, which significantly lowers their LUMO energy levels.

CiNii Research

Synthesis of Tetrasilatetrathia[8]circulenes by a Fourfold Intramolecular Dehydrogenative Silylation of C-H Bonds Reviewed

Serizawa Yuma, Akahori Shuhei, Kato Shohei, Sakai Hayato, Hasobe Taku, Miyake Yoshihiro, Shinokubo Hiroshi

CHEMISTRY-A EUROPEAN JOURNAL Vol. 23 ( 29 ) page： 6948 - 6952 2017.5

Synthesis of Tetraaza[8]circulenes from Tetrathia[8]circulenes through an SNAr-Based Process Reviewed

Nagata Yuya, Kato Shohei, Miyake Yoshihiro, Shinokubo Hiroshi

ORGANIC LETTERS Vol. 19 ( 10 ) page： 2718 - 2721 2017.5

Synthesis of a figure-eight azahelicene dimer with high emission and CPL properties

Ushiyama Ayako, Hiroto Satoru, Yuasa Junpei, Kawai Tsuyoshi, Shinokubo Hiroshi

ORGANIC CHEMISTRY FRONTIERS Vol. 4 ( 5 ) page： 664-667 2017.5

Synthesis and Functionalization of Porphyrins through Organometallic Methodologies Invited Reviewed

Hiroto Satoru, Miyake Yoshihiro, Shinokubo Hiroshi

CHEMICAL REVIEWS Vol. 117 ( 4 ) page： 2910 - 3043 2017.2

Synthesis of bright red-emissive dicyanoetheno-bridged hexa-peri-hexabenzocoronene dimers Reviewed

Oda Kazuma, Hiroto Satoru, Hisaki Ichiro, Shinokubo Hiroshi

ORGANIC & BIOMOLECULAR CHEMISTRY Vol. 15 ( 6 ) page： 1426 - 1434 2017.2

Enhancing the low-energy absorption band and charge mobility of antiaromatic Ni-II norcorroles by their substituent effects Reviewed

Yoshida Takuya, Sakamaki Daisuke, Seki Shu, Shinokubo Hiroshi

CHEMICAL COMMUNICATIONS Vol. 53 ( 6 ) page： 1112 - 1115 2017.1

Stacked antiaromatic porphyrins Reviewed International journal

Nozawa, R., Tanaka, H., Cha, W.-Y., Hong, Y., Hisaki, I., Shimizu, S., Shin, J.-Y., Kowalczyk, T., Irle, S., Kim, D., Shinokubo, H.

Nature Communications Vol. 7 page： 13620 2016.11

Reversible Carbon–Carbon Bond Breaking and Spin Equilibria in Bis(pyrimidinenorcorrole) Reviewed International journal

Liu, B., Yoshida, T., Li, X., Stępień, M., Shinokubo, H., Chmielewski, P.J.

Angewandte Chemie - International Edition Vol. 55 ( 42 ) page： 13142 - 13146 2016.10

Syntheses and Properties of Antiaromatic Porphyrinoids Reviewed International journal

Satoru Hiroto, Hiroshi Shinokubo

Handbook of Porphyrin Science (Volumes 36 – 40) 2016.7

β-to-β 2,5-Pyrrolylene-Linked Cyclic Porphyrin Oligomers Reviewed International journal

Rao, Y., Kim, J.O., Kim, W., Zhong, G., Yin, B., Zhou, M., Shinokubo, H., Aratani, N., Tanaka, T., Liu, S., Osuka, A., Kim, D., Song, J.

Chemistry - A European Journal Vol. 22 ( 26 ) page： 8801 - 8804 2016.6

Synthesis of Free-Base 10-Azacorroles Reviewed International journal

Omori, H., Hiroto, S., Shinokubo, H.

Organic Letters Vol. 18 ( 12 ) page： 2978 - 2981 2016.6

Authorship：Last author,　Corresponding author Language：English Publishing type：Research paper (scientific journal)

A novel synthetic protocol has been developed for free-base 10-azacorroles. Ni(0)-mediated homocoupling of nitrogen-bridged bisdipyrrin Zn(II) complexes afforded a series of free-base 5,15-diaryl-10-azacorroles in good yields. Pd(II) and Cu(II) complexes have been prepared through metalation of free-base 10-azacorroles. Optical and electrochemical properties of 10-azacorrole metal complexes can be tuned by meso-aryl substituents and central metals. Cyclic voltammetry and theoretical calculations elucidated that the central metals of 10-azacorroles significantly affected their electronic properties.

DOI： 10.1021/acs.orglett.6b01323

Fully-substituted 1,3-butadienes as π-conjugated linkers between pyrenes Reviewed International journal

Oda, K., Hiroto, S., Sakamaki, D., Seki, S., Shinokubo, H.

Chemistry Letters Vol. 45 ( 4 ) page： 403 - 405 2016.4

Authorship：Last author,　Corresponding author Language：Japanese Publishing type：Research paper (scientific journal) Publisher：The Chemical Society of Japan

Pyrenyl-substituted 1,3-butadienes bearing alkyl and aryl groups have been synthesized by palladium-catalyzed addition of 2-borylpyrene to internal alkynes. On UV irradiation, 1-pyrenylbutadienes undergo photochromism in solution. In the solid state, 1-pyrenyl-1,2,3,4-tetraaryl-1,3-butadiene exhibits red-shifted and broad emission as compared with the alkylated butadiene. The charge-carrier mobility of 1-pyrenyl-1,2,3,4-tetraalkyl-1,3-butadiene is higher than that of the arylated butadiene.

DOI： 10.1246/cl.151181

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Papers - SHINOKUBO, Hiroshi