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Science 22 November 1991:
Vol. 254. no. 5035, pp. 1183 - 1185
DOI: 10.1126/science.254.5035.1183
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Articles
Radical Reactions of C60
P. J. KRUSIC 1,
E. WASSERMAN 1,
P. N. KEIZER 2,
J. R. MORTON 2, and
K. F. PRESTON 2
1 Central Research and Development, E. I. du Pont de Nemours & Company, Wilmington, DE 19880-0328
2 Steacie Institute for Molecular Sciences, National Research Council of Canada, Ottawa, Canada K1A 0R9
Photochemically generated benzyl radicals react with C60 producing radical and nonradical adducts Rn C60 (R = C6H5CH2) with n = 1 to at least 15. The radical adducts with n = 3 and 5 are stable above 50°C and have been identified by electron spin resonance (ESR) spectroscopy as the allylic R3C60. (3) and cyclopentadienyl R5C60. (5) radicals. The unpaired electrons are highly localized on the C60 surface. The extraordinary stability of these radicals can be attributed to the steric protection of the surface radical sites by the surrounding benzyl substituents. Photochemically generated methyl radicals also add readily to C60. Mass spectrometric analyses show the formation of (CH3)nC60 with n = 1 to at least 34.
Submitted on August 26, 1991
Accepted on October 18, 1991
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