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A Buckybowl with a Lot of Potential: C5-C20H5(CF3)5

Authors

  • Dr. Igor V. Kuvychko,

    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
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  • Sarah N. Spisak,

    1. Department of Chemistry, University at Albany, State University of New York, Albany, NY 12222 (USA)
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  • Dr. Yu-Sheng Chen,

    1. ChemMatCARS/Center for Advanced Radiation Sources, University of Chicago @ Advanced Photon Source (USA)
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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 U.S. NSF (CHE-1012468 (OVB/SHS) and CHE-0546945 (M.A.P.)) for financial support and Prof. L. Dunsch for his continuing support. ChemMatCARS Sector15 is principally supported by the NSF/DOE (NSF/CHE-0822838). Use of the APS was supported by the U.S. DOE, Office of Science, Office of Basic Energy Sciences under contract DE-AC02-06CH11357.

Abstract

original image

Lots of potential: A trifluoromethylated corannulene, C5-C20H5(CF3)5, has been prepared and characterized spectroscopically and by X-ray crystallography. The structure exhibits a highly ordered bowl stacking that is unusual for corannulenes with acyclic substituents. The first reduction of C5-C20H5(CF3)5 is anodically shifted by 0.95 V, making it the strongest corannulene-based electron acceptor to date.

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