Hypervalent iodine reagent mediated reaction of [60]fullerene with amines
Chun-Bao Miao1, Xin-Wei Lu, Ping Wu
1School of Petrochemical Engineering, Changzhou University , Changzhou 213164, People's Republic of China.
Abstract:
The hypervalent iodine reagent mediated reaction of C60 with various readily available amines for the easy preparation of iminofullerenes has been developed. The reaction between C60 and sulfonamides can be effectively controlled to selectively synthesize azafulleroids or aziridinofullerenes under PhI(OAc)2/I2 or PhIO/I2/CuCl/lutidine conditions, respectively. For phosphamide and urea, only one isomer is obtained. However, carbamate gives three kinds of products. Interestingly, the reaction of C60 with alkylamines allows the effective synthesis of aziridinofullerenes and regioselective cis-1-bisaziridinofullerenes.
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