Synthesis of pyrrolidine ring-fused fullerene multicarboxylates by photoreaction

被引：88

作者：

Gan, LB ^{[1
]}

Jiang, JF

Zhang, W

Su, Y

Shi, Y

Huang, CH

Pan, JQ

Lü, MJ

Wu, Y

机构：

[1] Peking Univ, State Key Lab Rare Earth Mat Chem & Applicat, Beijing 100871, Peoples R China

[2] Peking Univ, Dept Chem, Ctr Instrumental Anal, Beijing 100871, Peoples R China

[3] Beijing Inst Microchem, Beijing 100091, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 13期

关键词：

D O I：

10.1021/jo971990i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aminopolycarboxylic esters react with C-60 under photolysis to produce fullerene multicarboxylates. Irradiation of tetramethyl ethylenediaminetetraacetate (EDTA) with C-60 yields the EDTA-containing fullerene monoadduct C-60(MeOOCCH)(2)NCH2CH2N(CH2COOMe)(2). In addition, several other C-60 monoadducts are also isolated and characterized, including compounds due to EDTA fragmentation. Similar results are observed with pentamethyldimethylenetriaminepentaaceta (DTPA). When partially methylated nitrilotriacetic acid is irradiated with C-60, decarboxylation occurs and organo dihydrofullerene derivatives such as C-60(H)(CH2N(CH2COOMe)(2)) are formed. Radical mechanisms are proposed for both types of photoreactions. The fullerene derivatives are characterized by their spectroscopic data. Photoreactions of C-60 with other analogous molecules also support the conclusions.

引用

页码：4240 / 4247

页数：8

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