Molecular recognition of viologen by zinc porphyrinic receptors with diarylurea sidearms. Toward construction of a supramolecular electron transfer system

Masayuki Ezoe, Shigeyuki Yagi, Hiroyuki Nakazumi, Mitsunari Itou, Yasuyuki Araki, Osamu Ito

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A series of zinc porphyrinic receptors for a viologen substrate (hexyl viologen, HV2+) were synthesized, in which varying numbers of diarylurea moieties, from one to four, were appended at the porphyrin's meso positions. The increase in the number of the diarylurea moiety led to the increase in stability of the receptor-HV2+ complex, showing that the convergent dipoles set up on the porphyrin platform played an essential role in the complexation. In this system, formation of the stable electron donor-acceptor complex resulted in the effective electron transfer from the singlet excited state of the zinc porphyrin to HV2+.

Original languageEnglish
Pages (from-to)2501-2510
Number of pages10
JournalTetrahedron
Volume62
Issue number11
DOIs
Publication statusPublished - 2006 Mar 13

Keywords

  • Diarylurea
  • Molecular recognition
  • Photoinduced electron transfer
  • Supramolecular system
  • Viologen
  • Zinc porphyrin

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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