Synthesis and characterization of porphyrin-ferrocene-fullerene triads

Yongjun Li, Zhenhai Gan, Ning Wang, Xiaorong He, Yuliang Li, Shu Wang, Huibiao Liu, Yasuyuki Araki, Osamu Ito, Daoben Zhu

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)

Abstract

Novel porphyrin-fullerene systems linked by ferrocene and related model compounds were successfully synthesized and characterized. Conformationally flexible 1,1′-disubstituted ferrocene functioned as effective modulator of the conformation between porphyrin and fullerene, as 1H NMR spectra indicated, the porphyrin and C60 moieties in the triads showed gauche type conformation. The electrochemical and photophysical studies showed that there were considerable interactions between porphyrin and fullerene in the ground state due to intramolecular π-stacking of the these two chromophores, assisted by the ferrocence linker. Fluorescence lifetime measurements indicated there might be two different quenching processes occurring simultaneously (intersystem crossing and electron transfer).

Original languageEnglish
Pages (from-to)4285-4293
Number of pages9
JournalTetrahedron
Volume62
Issue number18
DOIs
Publication statusPublished - 2006 May 1

Keywords

  • Conformation
  • Ferrocene
  • Fullerene
  • Porphyrin

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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