Intramolecular axial ligation of zinc porphyrin cores with triazole links within dendrimers

Mutsumi Kimura, Yasuhiro Nakano, Naoya Adachi, Yoko Tatewaki, Hirofusa Shirai, Nagao Kobayashi

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

A series of dendritic porphyrins 7-9 and 12, in which benzyl ether dendrons were linked to a porphyrin core through 1,2,3-triazole links, were synthesized by Cu'-catalyzed cycloaddition of azides and alkynes. Absorption and fluorescence spectra showed a stable axial ligation at the zinc center of the porphyrin core by triazole links in dendritic wedges and indicated that the position of the triazole links strongly affected the stability of the axial ligation within the dendrimer. When the porphyrin core was surrounded by aryl ether dendrons having anionic termini and triazole linkers, a significant rate enhancement for photo-induced electron transfer was observed compared with a similar water-soluble dendritic zinc porphyrin lacking triazole linkers. These triazole links constituted a direct pathway within the dendrimer architecture for electron transfer between the zinc porphyrin core and peripheral electron acceptors.

Original languageEnglish
Pages (from-to)2617-2624
Number of pages8
JournalChemistry - A European Journal
Volume15
Issue number11
DOIs
Publication statusPublished - 2009 Mar 2

Keywords

  • Axial ligation
  • Dendrimers
  • Porphyrins
  • Zinc

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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