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Short Paper | Regular issue | Vol 83, No. 7, 2011, pp.1615-1620
Published online, 19th April, 2011
DOI: 10.3987/COM-11-12170
Reaction of [60]Fullerene with Epoxides under Photo-irradiation: Synthesis of C60-Fused Tetrahydrofuran Derivatives

Chun-Bao Miao,* Zong-Yong Tian, Xiao-Jiao Ruan, Xiao-Qiang Sun, and Hai-Tao Yang*

*School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China

Abstract

The photoreactions of [60]fullerene (C60) with various epoxides have been investigated. Trans 2-aroyl-3-aryloxiranes reacted with [60]fullerene giving both the major cis products and the minor trans adducts. The influence of substituent group on aryl ring on the photoreaction is entirely different from that of preliminary reported thermal reaction. In addition, the photo condition could avoid the decomposition of some original epoxides compared to the thermal condition at high temperature. It provides a simple and efficient route to synthesize C60-fused tetrahydrofuran derivatives.