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

被引：47

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

页码：5800 / 5802

页数：3

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