meso-(4-(N,N-dialkylamino)phenyl)-substituted subporphyrins: Remarkably perturbed absorption spectra and enhanced fluorescence by intramolecular charge transfer interactions

Yasuhide Inokuma, Shanmugam Easwaramoorthi, Seok Yoon Zin, Dongho Kim, Atsuhiro Osuka

Research output: Contribution to journalArticle

56 Citations (Scopus)

Abstract

A series of meso-(4-(N,N-dibenzylamino)phenyl)-substituted subporphyrins was synthesized by means of Buchwald-Hartwig amination protocol. Substitution of the amino group at the 4-position of the meso-phenyl substituent resulted in a remarkable red shift in the absorption spectra and drastic enhancement of fluorescence intensity probably as a consequence of intramolecular CT interaction. These characteristics have been utilized to construct a cation-sensing system by appending a 1-aza-15-crown-5 unit to subporphyrin that displays large spectral changes upon cation binding.

Original languageEnglish
Pages (from-to)12234-12235
Number of pages2
JournalJournal of the American Chemical Society
Volume130
Issue number37
DOIs
Publication statusPublished - 2008 Sep 17

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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