C20H4(C4F8)3: A Fluorine-Containing Annulated Corannulene that Is a Better Electron Acceptor Than C60

Authors

  • Dr. Igor V. Kuvychko,

    Corresponding author
    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
    • Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
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  • Cristina Dubceac,

    1. Department of Chemistry, University at Albany, State University of New York, Albany, NY 12222 (USA)
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  • Dr. Shihu H. M. Deng,

    1. Chemical & Materials Sciences Division, Pacific Northwest National Laboratory, 902 Battelle Boulevard, P.O. Box 999, MS K8-88, Richland, WA 99352 (USA)
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  • Dr. Xue-Bin Wang,

    Corresponding author
    1. Chemical & Materials Sciences Division, Pacific Northwest National Laboratory, 902 Battelle Boulevard, P.O. Box 999, MS K8-88, Richland, WA 99352 (USA)
    • Chemical & Materials Sciences Division, Pacific Northwest National Laboratory, 902 Battelle Boulevard, P.O. Box 999, MS K8-88, Richland, WA 99352 (USA)
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  • Dr. Alexander A. Granovsky,

    1. Firefly Project, Moscow 117593 (Russia)
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  • Dr. Alexey A. Popov,

    Corresponding author
    1. Department of Electrochemistry and Conducting Polymers, Leibniz Institute for Solid State and Materials Research, 01069 Dresden (Germany)
    • Department of Electrochemistry and Conducting Polymers, Leibniz Institute for Solid State and Materials Research, 01069 Dresden (Germany)
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  • Prof. Marina A. Petrukhina,

    Corresponding author
    1. Department of Chemistry, University at Albany, State University of New York, Albany, NY 12222 (USA)
    • Department of Chemistry, University at Albany, State University of New York, Albany, NY 12222 (USA)
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  • Prof. Steven H. Strauss,

    Corresponding author
    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
    • Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
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  • Dr. Olga V. Boltalina

    Corresponding author
    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
    • Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
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  • We thank the US NSF (CHE-1012468 to O.V.B. and S.H.S., CHE-1212441 to M.A.P.) and DFG (PO 1602/1-1 to A.A.P.) for financial support and Prof. L. Dunsch for his continuing support. The Research Computing Center of the Moscow State University is acknowledged for time on supercomputer “SKIF-Chebyshev”. The photoelectron spectra work was supported by the Division of Chemical Sciences, Geosciences, and Biosciences, Office of Basic Energy Sciences, US Department of Energy (DOE), and was performed at the EMSL, a national scientific user facility sponsored by the DOE’s Office of Biological and Environmental Research and located at PNNL.

Abstract

original image

Mal sechs, mal sieben: Die Reaktion von Corannulen mit 35 Äquivalenten 1,4-C4F8I2 führt recht selektiv zu zwei Hauptprodukten, in denen sechs H-Atome durch drei C4F8-Einheiten substituiert sind, die sechs- und siebengliedrige Ringe bilden. Tieftemperatur-Photoelektronenspektroskopie zufolge hat das Hauptisomer (siehe Struktur) eine höhere Elektronenaffinität als C60 (2.74±0.02 bzw. 2.689±0.008 eV).

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