Iodo-controlled selective formation of pyrrolidino[60]fullerene and aziridino[60]fullerene from the reaction between C60 and amino acid esters

被引：46
|
作者：
Zhang, X
Gan, LB [1 ]
Huang, SH
Shi, YR
机构：
[1] Peking Univ, Coll Chem & Mol Engn, Minist Educ, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organ Met Chem, Shanghai 200032, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 17期
关键词：
D O I：
10.1021/jo0493368
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction between glycine methyl ester and C-60 can be effectively controlled by different iodo-reagents. Addition of DIB ((diacetoxyiodo)benzene) yields the 2,5-bismethoxycarbonyl pyrrolidino[60]fullerene under ultrasonic irradiation; whereas addition of DIB-iodine results in the N-methoxycarbonylmethyl aziridino [60] fullerene under ultrasonic irradiation. The reaction of sarcosine methyl ester with C-60 is similar to that of glycine methyl ester under these two conditions. Addition of just iodine to a mixture of sarcosine methyl ester and C-60 affords the tetra(amino) [60] fullerene epoxide C-60(O)((Me)NCH2COOMe)(4). Possible mechanisms are discussed.
引用
收藏
页码：5800 / 5802
页数：3
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