Synthesis and photoinduced intramolecular processes of fulleropyrrolidine- oligothienylenevinylene-ferrocene triads

Frédéric Oswald, D. M.Shafiqul Islam, Yasuyuki Araki, Vincent Troiani, Pilar De La Cruz, Andrés Moreno, Osamu Ito, Fernando Langa

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34 Citations (Scopus)

Abstract

Two new triads based on N-methylfulleropyrolidine, oligothienylenevinylenes (nTV) and ferrocene (Fc), namely C60-nTV-Fc (n = 2, 4) have been synthesized. A HOMOLUMO gap as low as 1.09-1.11 eV was experimentally determined by cyclic voltammetry. In both polar and nonpolar solvents, photoinduced charge-separation (CS) processes in C60-nTV-Fc predominantly take place from the singlet excited states of C60 and nTV; this result was indicated by steady and time-resolved emission spectroscopy. In the case of C60-4TV-Fc, the CS state was indicated by the nanosecond transient absorption spectra. In C60-2TV-Fc, although the CS process was also confirmed by the fluorescence quenching in nonpolar and polar solvents, the lifetimes of the CS states were shorter than those of C60-4TV-Fc. It was revealed that the introduction of Fc donor moiety at the end of the longer nTV chain in the C60-nTV dyad systems effectively increases the CS efficiency and the lifetimes of CS states.

Original languageEnglish
Pages (from-to)3924-3933
Number of pages10
JournalChemistry - A European Journal
Volume13
Issue number14
DOIs
Publication statusPublished - 2007 Jan 1

Keywords

  • Electron transfer
  • Ferrocene
  • Fullerenes
  • Oligothienylenevinylenes

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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