Preparation of Covalent-Bound Iodofullerene through Selective Opening of Fullerene Epoxide To Form Halohydrin Fullerene Derivatives

Shaohua Huang; Xiaobing Yang; Xiang Zhang; Xiangqing Hu; Liangbing Gan; Shiwei Zhang

doi:10.1055/s-2006-932462

LETTER

Preparation of Covalent-Bound Iodofullerene through Selective Opening of Fullerene Epoxide To Form Halohydrin Fullerene Derivatives

Shaohua Huang^a, Xiaobing Yang^a,b, Xiang Zhang^a, Xiangqing Hu^a, Liangbing Gan*^a,c, Shiwei Zhang*^d
^a Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry, Peking University, Beijing 100871, P. R. of China
^b Beijing Institute of Pharmaceutical Chemistry, P.O. Box 925 (West Building), Beijing 100083, P. R. of China
^c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. of China
^d State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Beijing 100871, P. R. of China
e-Mail: gan@pku.edu.cn;

Abstract

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Abstract

The epoxy moiety in a fullerene mixed peroxide can be opened regioselectively by various Lewis acids to form halohydrin fullerene derivatives. The first iodofullerene was obtained by treating the fullerene epoxide with triphenylphosphine and iodine. A single-crystal structure of the chlorohydrin derivative supports the results.

Key words

fullerene - halohydrin - epoxides - peroxide - Lewis acid

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References and Notes

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