Hypervalent iodine reagent mediated reaction of [60]fullerene with amines.
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.
School of Petrochemical Engineering, Changzhou University , Changzhou 213164, People's Republic of China.
Chun-Bao
CB
Miao
Xin-Wei
XW
Lu
Ping
P
Wu
Jiaxing
J
Li
Wen-Long
WL
Ren
Meng-Lei
ML
Xing
Xiao-Qiang
XQ
Sun
Hai-Tao
HT
Yang
D000588:Amines / Q000737:chemistry*; D037741:Fullerenes / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure
D000588:Amines; D037741:Fullerenes; D007202:Indicators and Reagents; D007455:Iodine; C069837:fullerene C60