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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 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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