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Ring-opening reaction of tetrahydrofuran on the penta(organo)[60]fullerenes: synthesis of hydroxybutyl, methacrylate, and norbornene derivatives
Authors:Yutaka Matsuo  Akihiko Iwashita  Eiichi Nakamura
Institution:a Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
b Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan
Abstract:Ring-opening reaction of tetrahydrofuran takes place on penta(methyl)- and penta(n-butylphenyl)60]fullerenes in the presence of chlorotrimethylsilane giving penta(organo)fullerene hydroxybutyl derivatives, C60R5(C4H8OH) (R = Me, nBuC6H4). The hydroxyl groups were further transformed into methacrylate and norbornylcarbonyloxy groups via esterification with the corresponding acid chlorides. The methacrylate derivative, penta(methyl)60]fullerenylbutyl methacrylates was crystallographically characterized.
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