Convergent synthesis of a polyfunctionalized fullerene by regioselective five-fold addition of a functionalized organocopper reagent to C60.
[reaction: see text] A method for one-step preparation of polyfunctionalized fullerene derivatives by regioselective penta-addition of an organocopper reagent is described. A functionalized aryl iodide is first converted to the corresponding Grignard reagent and then to a copper reagent and finally is allowed to react with C(60). The method allows introduction of five functional groups to the C(60) skeleton in a convergent manner. The shuttlecock-like molecules crystallize into a columnar packing structure.
Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency (JST), The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Yu-Wu
YW
Zhong
Yutaka
Y
Matsuo
Eiichi
E
Nakamura