Synthesis of Boron(III)-Coordinated Subchlorophins and Their Peripheral Modifications

Kota Yoshida, Wonhee Cha, Dongho Kim, Atsuhiro Osuka

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10 Citations (Scopus)

Abstract

A pyrrole-cleaving modification to transform boron(III) meso-triphenylsubporphyrin into boron(III) meso-triphenylsubchlorophin has been developed. Boron(III) subchlorophins thus synthesized show absorption and fluorescence spectra that are roughly similar to those of boron(III) subchlorins, but B-methoxy boron(III) subchlorophin showed considerably intensified fluorescence and a small Stokes shift. Peripheral modification reactions of B-phenyl boron(III) subchlorophin such as regioselective nitration with Cu(NO3)2⋅3 H2O, ipso-substitution reactions of boron(III) α-nitrosubchlorophin with CsF and CsCl, and Pd-catalyzed cross-coupling reactions of boron(III) α-chlorosubchlorophin with arylacetylenes, have been also explored to tune the optical properties of subchlorophins.

Original languageEnglish
Pages (from-to)2492-2496
Number of pages5
JournalAngewandte Chemie - International Edition
Volume56
Issue number9
DOIs
Publication statusPublished - 2017 Feb 20

Bibliographical note

Funding Information:
This work was supported by JSPS KAKENHI Grant Numbers 25220802 and 25620031. K.Y. acknowledges a JSPS Fellowship for young Scientists. The work at Yonsei University was supported by Global Research Laboratory (2013K1A1A2A02050183).

Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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