Faculty Profiles - SHIN Jiyoung

Papers - SHIN Jiyoung

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Ring and Volcano Structures Formed by a Metal Dipyrromethene Complex

Seung Bae Son, Qing Miao, Ji-Young Shin, David Dolphin, Jae Ryang Hahn

Bulletin of the Korean Chemical Society Vol. 35 ( 6 ) page： 1727 - 1731 2014.6

Photodynamics of [26]- and [28]hexaphyrin-bodipy hybrids

Ji-Young Shin, Kilsuk Kim, Jong Min Lim, Takayuki Tanaka, Dongho Kim, Kimoon Kim, Hiroshi Shinokubo, Atsuhiro Osuka

Chemistry-A European Journal Vol. 20 ( 16 ) page： 4574 - 4582 2014.4

An Antiaromatic Electrode- Active Material Enabling High Capacity and Stable Performance of Rechargeable Batteries

Ji-Young Shin, Tetsuya Yamada, Hirofumi Yoshikawa, Kunio Awaga, Hiroshi Shinokubo

Angewandte Chemie International Edition Vol. 53 ( 12 ) page： 3096 - 3101 2014.3

Near-IR Absorbing Nickel(II) Porphyrinoids Prepared by Regioselective Insertion of Silylenes into Antiaromatic Nickel(II) Norcorrole

Takaki Fukuoka, Kenya Uchida, Young Mo Sung, Ji-Young Shin, Shintaro Ishida, Jong Min Lim, Satoru Hiroto, Ko Furukawa, Dongho Kim, Takeaki Iwamoto, Hiroshi Shinokubo

Angewandte Chemie International Edition Vol. 53 ( 6 ) page： 1506 - 1509 2014.2

Selective Synthesis of a [32]Octaphyrin(1.0.1.0.1.0.1.0) Bis(palladium) Complex by a Metal-Templated Strategy

Hiromitsu Kido, Ji-Young Shin, Hiroshi Shinokubo

Angew. Chem. Int. Ed. Vol. 52 ( 51 ) page： 13727 - 13730 2013.10

Carbolithiation of meso-aryl-substituted 5,15-diazaporphyrin selectively provides 3-alkylated diazachlorins

Ayaka Yamaji, Satoru hiroto, Ji-Young Shin, hiroshi Shinokubo

Chemical Communication Vol. 49 ( 44 ) page： 5064 - 5066 2013.4

Gram-Scale Synthesis of Nickel(II) Norcorrole: The Smallest Antiaromatic Porphyrinoid Reviewed

Tomohiro Ito, Yosuke Hayashi, Soji Shimizu, Ji-Young Shin, Nagao Kobayashi, Hiroshi Shinokubo

Angewandte Chemie International Edition Vol. 51 ( 34 ) page： 8542 - 8545 2012.8

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

A ring-contracted sister of porphyrin, norcorrole, has been synthesized efficiently as a stable molecule by a nickel-templated strategy. The norcorrole complex is stable but exhibits a distinct antiaromatic character according to the Hückel rule. Oxidation of the norcorrole complex provides an aromatic oxacorrole complex.

DOI： 10.1002/anie.201204395

Synthesis of a class of 5-((5-(pyrrol-2-yl-methylene)-pyrrol-2-yl)methylene)- furan-2-ones and the formation of a furanone dipyrrin imino ether Reviewed

Ji-Young Shin, David Dolphin

New Journal of Chemistry Vol. 35 ( 11 ) page： 2483 - 2487 2011.11

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

A class of a-furanyl dipyrrins 2 were prepared by refluxing THF solutions of DDQ adducts 1 with the appropriate alcohols in the presence of AlCl3 and further subsequent reaction of the cyano-group results in the formation of an imino ether upon MeOH addition.

DOI： 10.1039/C1NJ20415G

Structural Studies of the Self-Assemblies Created with Dipyrrins Reviewed

Ji-Young Shin, Brian O. Patrick, Seung Bae Son, Jae Ryang Hahn, David Dolphin

Bulletin of the Korean Chemical Society Vol. 31 ( 4 ) page： 1004 - 1012 2010.4

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

Three-dimensional superstructures of unique self-assemblies generated by exploring the conformational flexibility of various dipyrromethenes through creation of hydrogen-bonds with metal-halide anions are reported and the conformational diversity is thoroughly described in the solid and in solution by X-ray diffraction anal. and variable temperature NMR spectroscopy. The tetrahedral or octahedral structures of their precursors, various metal-dipyrromethene complexes, are also reported, based on the crystallographic data. STM images of the self-assemblies observed on graphite surfaces present interesting arrangements and appear as tubular bunches.

DOI： 10.5012/bkcs.2010.31.4.1004

BODIPY-hexaphyrin hybrids Reviewed

Ji-Young Shin, Takayuki Tanaka, Atsuhiro Osuka, Qing Miao, David Dolphin

Chemistry-A European Journal Vol. 15 ( 47 ) page： 12955 - 12959 2009.12

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

BODIPY-appended [28]- and [26]hexaphyrins (see figure) were prepared and the efficient intramolecular excitation energy transfer from the BODIPY part to the hexaphyrin part was revealed in both hybrids. Importantly this is the first example of the intramolecular energy transfer with a Möbius aromatic [28]hexaphyrin as an energy acceptor.

DOI： 10.1002/chem.200902407

Linear fully-conjugated meso-aryl pentaphyrin Reviewed

Ji-Young Shin, Steven S. Hepperle, David Dolphin

Tetrahedron Letters Vol. 50 ( 49 ) page： 6909 - 6912 2009.12

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

A meso-2,6-dichlorophenyl pentapyrrin was prepared using a modified method for dipyrrane synthesis followed by simple DDQ oxidation. The fully conjugated structures formed via redox inter-conversions were studied using crystallographic as well as observed and calculated spectral data.

DOI： 10.1016/j.tetlet.2009.09.145

Observation of coexistence of 1D and 2D nanostructures in cobalt dipyrromethene trimer complexes adsorved on a graphite surface Reviewed

Sung Bae Son, Su Jin Kee, Jae Ryang Hahn, Li Ma, Ji-Young Shin, David Dolphin

Applied Surface Science Vol. 259 ( 4 ) page： 1176 - 1179 2009.11

Facile synthesis of dicyanovinyl-di(meso-aryl)dipyrromethenes via a dipyrromethene-DDQ adduct Reviewed

Ji-Young Shin, Brian O. Patrick, David Dolphin

Organic and Biomolecular Chemistry Vol. 7 ( 10 ) page： 2032 - 2035 2009.5

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

The dicyano-substituted vinyl dipyrromethene 4 and com- pound 5 are near-planar and were prepared from a simple meso-aryl dipyrromethane via the DDQ adduct 3; the unique structures of 3, 4 and 5 were confirmed by X-ray diffraction analysis.

DOI： 10.1039/b904446a

Oxidized forms of triyrrane: alpha-tripyrrinone, beta-tripyrrinone and C2 symmetric hexapyrrole Reviewed

Ji-Young Shin, Steven S. Hepperle, Brian O. Patrick, David Dolphin

Chemical Communication Vol. 2009 ( 17 ) page： 2323 - 2325 2009.5

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

Alpha- and beta-tripyrrinone isomers and a C2 symmetric hexapyrrole were isolated from the oxidation of meso-perfluorophenyl tripyrrane withDDQ under aerobic conditions, and the structure of the alpha-triyrrinone was determined by X-ray crystallographic analysis.

DOI： 10.1039/b901171b

Self-assembly of oligomeric linear dipyrromethene metal complexes Reviewed

Qing Miao, Ji-Young Shin, Brian O. Patrick, David Dolphin

Chemical Communication page： 2541 - 2543 2009.5

facile synthesis of unsubstituted beta,beta'-linked diformyldipyrromethanes Reviewed

Zhan Zhang, Ji-Young Shin, David Dolphin

Journal of Organic Chemistry Vol. 73 ( 23 ) page： 9515 - 9517 2008.12

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

Unsubstituted beta,beta'-linked diformyldipyrromethanes are promising precursors for the synthesis of novel poly dipyrromethene ligands and N-confused porphyrins. A strategy has been developed to selectively synthesize unsubstituted beta,beta'-linked diformyldipyrromethanes in moderate yields starting from 2-formylpyrrole.

DOI： 10.1021/jo802114h

Metal Complexes of dipyrromethenes linked by rigid spacer arms Reviewed

Li Ma, Ji-Young Shin, Brian O. Patrick, David Dolphin

Crystal Engineering Communication Vol. 10 ( 11 ) page： 1531 - 1533 2008.11

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

Metal complexes using ligands where two terminal dipyrromethenes are connected by rigid spacers, having different dihedral angles, show unique macrocyclic structures which contain large cavities in their centers and produce crystals with tunnels of varying structures depending upon their crystal packing motifs.

DOI： 10.1039/b814586e

Self-assembly via intermolecular hydrogen-bonding between o-/m-/p-NH2 and BF2 groups on dipyrromethenes Reviewed

Ji-Young Shin, Brian O. Patrick, David Dolphin

Tetrahedron Letters Vol. 49 ( 38 ) page： 5515 - 5518 2008.9

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

Boron difluoride dipyrromethenes bearing configurationally different amine groups on a meso-phenyl ring were prepared and crystallized. The ortho- and para-amino groups allow the phenyl group to inductively release greater electron density into the dipyrromethenes resulting in relatively strong inter- molecular hydrogen-bonding with the terminal BF2 groups, whereas the meta-analog formed weaker hydrogen-bonds. The intensities of the 1H NMR peaks in concentrated solutions all increased with F-decoupling.

DOI： 10.1016/j.tetlet.2008.07.045

Conformational flexibility of dipyrromethenes: supramolecular assemblies with hydroquinones Reviewed

Ji-Young Shin, Brian O. Patrick, David Dolphin

Crystal Engineering Communication Vol. 10 ( 8 ) page： 1539 - 1541 2008.8

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

The structure of a self-assembled system containing a protonated dipyrromethene with deprotonated/reduced dichlorodicyanoquinone (DDQ) was determined by X-ray diffraction analysis. The assembly exhibits a highly hydrogen-bonded structure, with an unusual asymmetric conformation for the dipyrromethene.

DOI： 10.1039/b800367j

Structure, formation and catalytic studies of a meso palladioporphyrin intermediate in a heck coupling Reviewed

Michael M. Jang, Ji-Young Shin, Brian O. Patrick, David Dolphin

Dalton Transaction page： 2598 - 2062 2008.5

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

A meso-palladioporphyrin intermediate was isolated from a Heck reaction between an iodoporphyrin and a non-activated olefin using a Pd(PPh3)2Cl2/Et3N system; its structure was characterized by NMR, MS and X-ray crystallography. Studies on its formation indicate that the Pd(II) catalyst was reduced in situ by Et3N with the assistance of water. The catalytic activity of the intermediate was confirmed by stoichiometric and catalytic reactions using a more reactive olefin, ethyl acrylate.

DOI： 10.1039/b801163j

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