Isolation, characterization, and chemical reactions of fullerenes

Taylor, Roger, Avent, Anthony G., Birkett, Paul R., Dennis, T. John S., Hare, Jonathan P., Hitchcock, Peter B., Kroto, Harold W., Meidine, Mohamed F., Parsons, Jonathan P., Walton, David R.M., Holloway, John H., Hope, Eric G. and Langley, G. John (1993) Isolation, characterization, and chemical reactions of fullerenes. Pure and Applied Chemistry, 65 (1), 135-142. (doi:10.1351/pac199365010135).

Abstract

Extension of the chromatographic work that led to the first isolation of pure C₆₀ and C₇₀ has resulted in the isolation and characterisation of C₇₆ and three isomers of C₇₈. Comparison with other work indicates the composition ratio of C₇₈ to be dependent upon the method of carbon production. Halogenation of C₆₀ gives derivatives that have been characterised either by NMR, or by single crystal X-ray diffraction. The halogeno derivatives readily undergo nucleophilic substitution, which provides a route to the formation of many fullerene compounds, but precludes use of the fluoro derivatives as lubricants. In the presence of Friedel-Crafts catalysts, the bromo derivatives substitute into aromatics to give aryl derivatives of C₆₀. especially those containing either 6, 8, 12, or 16 aryl groups per C₆₀ molecule. Possible structures for these are compared with those for addition products which have only low eclipsing steric interactions.

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Contributors

Author: G. John Langley

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