Probing Charge Transfer in Benzodifuran–C60 Dumbbell-Type Electron Donor–Acceptor Conjugates: Ground- and Excited-State Assays

Authors

  • Hui Li,

    1. Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern (Switzerland), Fax: (+41) 31 631 4399
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  • Christina Schubert,

    1. Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials, Universität Erlangen-Nürnberg, Egerlandstraße 3, D-91058 Erlangen (Germany), Fax: (+49) 9131 85 28307
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  • Pavlo O. Dral,

    1. Department of Chemistry and Pharmacy and Interdisciplinary Center for Molecular Materials (ICMM), Computer Chemistry Center (CCC), Friedrich-Alexander-Universität Erlangen-Nürnberg, Nägelsbacherstrasse 25, 91052 Erlangen (Germany)
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  • Dr. Rubén D. Costa,

    1. Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials, Universität Erlangen-Nürnberg, Egerlandstraße 3, D-91058 Erlangen (Germany), Fax: (+49) 9131 85 28307
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  • Andrea La Rosa,

    1. Departamento de Química Orgánica, Facultad de Química, Universidad Complutense, E-28040 Madrid (Spain)
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  • Jürg Thüring,

    1. Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern (Switzerland), Fax: (+41) 31 631 4399
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  • Dr. Shi-Xia Liu,

    Corresponding author
    1. Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern (Switzerland), Fax: (+41) 31 631 4399
    • Shi-Xia Liu, Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern (Switzerland), Fax: (+41) 31 631 4399

      Dirk M. Guldi, Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials, Universität Erlangen-Nürnberg, Egerlandstraße 3, D-91058 Erlangen (Germany), Fax: (+49) 9131 85 28307

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  • Dr. Chenyi Yi,

    1. Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern (Switzerland), Fax: (+41) 31 631 4399
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  • Dr. Salvatore Filippone,

    1. Departamento de Química Orgánica, Facultad de Química, Universidad Complutense, E-28040 Madrid (Spain)
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  • Prof. Dr. Nazario Martín,

    1. Departamento de Química Orgánica, Facultad de Química, Universidad Complutense, E-28040 Madrid (Spain)
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  • Prof. Dr. Silvio Decurtins,

    1. Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern (Switzerland), Fax: (+41) 31 631 4399
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  • Prof. Dr. Timothy Clark,

    1. Department of Chemistry and Pharmacy and Interdisciplinary Center for Molecular Materials (ICMM), Computer Chemistry Center (CCC), Friedrich-Alexander-Universität Erlangen-Nürnberg, Nägelsbacherstrasse 25, 91052 Erlangen (Germany)
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  • Prof. Dr. Dirk M. Guldi

    Corresponding author
    1. Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials, Universität Erlangen-Nürnberg, Egerlandstraße 3, D-91058 Erlangen (Germany), Fax: (+49) 9131 85 28307
    • Shi-Xia Liu, Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern (Switzerland), Fax: (+41) 31 631 4399

      Dirk M. Guldi, Department of Chemistry and Pharmacy & Interdisciplinary Center for Molecular Materials, Universität Erlangen-Nürnberg, Egerlandstraße 3, D-91058 Erlangen (Germany), Fax: (+49) 9131 85 28307

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Abstract

Rigid electron donor–acceptor conjugates (13) 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.

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