Probing charge transfer in benzodifuran-C60 dumbbell-type electron donor-acceptor conjugates: Ground- and excited-state assays

Hui Li, Christina Schubert, Pavlo O. Dral, Rubén D. Costa, Andrea La Rosa, Jürg Thüring, Shi Xia Liu, Chenyi Yi, Salvatore Filippone, Nazario Martín, Silvio Decurtins, Timothy Clark, Dirk M. Guldi

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Rigid electron donor-acceptor conjugates (1-3) that combine π-extended benzodifurans as electron donors and C60 molecules as electron acceptors with different linkers have been synthesized and investigated with respect to intramolecular charge-transfer events. Electrochemistry, fluorescence, and transient absorption measurements revealed tunable and structure-dependent charge-transfer processes in the ground and excited states. Our experimental findings are underpinned by density-functional theory calculations. Dumbbell arrays: A benzodifuran (BDF) donor is for the first time fused to two C60 molecules by different linkers to form triads 1-3 (see figure). Their redox behavior, absorption, fluorescence emission, and photoinduced intramolecular charge-transfer events have been investigated experimentally and theoretically. The lifetime of the resulting charge-separated state varies distinctly with the polarity of the solvents and the distance between the BDF and C60 units.

Original languageEnglish
Pages (from-to)2910-2919
Number of pages10
JournalChemPhysChem
Volume14
Issue number13
DOIs
Publication statusPublished - 2013 Sep 16
Externally publishedYes

Keywords

  • benzodifuran
  • cyclovoltammetry
  • donor-acceptor systems
  • fullerenes
  • photophysics

ASJC Scopus subject areas

  • Atomic and Molecular Physics, and Optics
  • Physical and Theoretical Chemistry

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