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Nitrogen Directs Multiple Radical Additions to the 9,9′-Bi-1-aza(C60-Ih)[5,6]fullerene: X-ray Structure of 6,9,12,15,18-C59N(CF3)5

Authors

  • Dr. Natalia B. Shustova,

    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA), Fax: (+1) 970-491-1801
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  • Dr. Igor V. Kuvychko,

    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA), Fax: (+1) 970-491-1801
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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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  • Max von Delius,

    1. Friedrich-Alexander-Universität Erlangen-Nürnberg, Lehrstuhl für Organische Chemie II, Henkestrasse 42, 91054 Erlangen (Germany)
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  • Prof. Lothar Dunsch,

    1. Department of Electrochemistry and Conducting Polymers, Leibniz Institute for Solid State and Materials Research, 01069 Dresden (Germany)
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  • Prof. Oren P. Anderson,

    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA), Fax: (+1) 970-491-1801
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  • Prof. Dr. Andreas Hirsch,

    Corresponding author
    1. Friedrich-Alexander-Universität Erlangen-Nürnberg, Lehrstuhl für Organische Chemie II, Henkestrasse 42, 91054 Erlangen (Germany)
    • Friedrich-Alexander-Universität Erlangen-Nürnberg, Lehrstuhl für Organische Chemie II, Henkestrasse 42, 91054 Erlangen (Germany)
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  • Prof. Steven H. Strauss,

    Corresponding author
    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA), Fax: (+1) 970-491-1801
    • Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA), Fax: (+1) 970-491-1801
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  • Dr. Olga V. Boltalina

    Corresponding author
    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA), Fax: (+1) 970-491-1801
    • Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA), Fax: (+1) 970-491-1801
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  • This research was supported by the U.S. National Science Foundation (grant no. CHE-1012468).

Abstract

original image

“Dixie cup” packing: Molecules of the first structurally characterized derivative of (C59N)2 bearing trifluoromethyl groups are stacked in register 10.179 Å apart to form a rare non-close-packed arrangement (AAA…; see picture). The presence of the nitrogen atom on the fullerene core results in unique addition patterns in C59N(CF3)7/9/11.

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