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Oxidation of buckminsterfullerene with m-chloroperoxybenzoic acid. Characterization of a C{sub s} isomer of the diepoxide C{sub 60}O{sub 2}

Journal Article · · Journal of the American Chemical Society
; ; ;  [1]
  1. Univ. of California, Davis, CA (United States)
In order to provide routes to the preparation of higher fullerene oxides, especially as precursors for electrochemical film growth, we have undertaken a study of fullerene oxidation with m-chloroperoxybenzoic acid and compared this oxidation process with the previously reported photooxygenations and ozonolysis. This work has led to the production of suitable amounts of C{sub 60}O{sub 2} in isomerically pure form to allow us to structurally characterize this material. Thorough structural characterization of fullerenes can be a difficult task. Reaction of fullerenes (C{sub 60}, C{sub 70}, C{sub 84}) and their derivatives (i.e. C{sub 60}O) with Waska`s complex, Ir(CO)Cl(PPh{sub 3}){sub 2}, results in the formation of crystalline adducts which can be characterized by single crystal X-ray diffraction. This procedure represents a structural probe that allows the fullerene or fullerene derivative to be obtained in sufficiently ordered form so that geometric information can be realized. The formation of these adducts is a readily reversible process, and the act of crystallization results in separation of the least soluble adduct. 37 refs., 8 figs., 2 tabs.
Sponsoring Organization:
USDOE
OSTI ID:
105289
Journal Information:
Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 35 Vol. 117; ISSN JACSAT; ISSN 0002-7863
Country of Publication:
United States
Language:
English