DMSO: An Efficient Catalyst for the Cyclopropanation of C60, C70, SWNTs, and Graphene through the Bingel Reaction

被引:16
|
作者
Jin, Bo [1 ,2 ]
Shen, Juan [2 ]
Peng, Rufang [1 ,2 ]
Chen, Congdi [2 ]
Zhang, Qingchun [2 ]
Wang, Xiaoyan [3 ]
Chu, Shijin [1 ]
机构
[1] Southwest Univ Sci & Technol, State Key Lab Cultivat Base Nonmetal Composites &, Mianyang 621010, Sichuan, Peoples R China
[2] Southwest Univ Sci & Technol, Dept Chem, Sch Mat Sci & Engn, Mianyang 621010, Sichuan, Peoples R China
[3] Sichuan Univ, Analyt & Testing Ctr, Chengdu 610064, Peoples R China
基金
中国国家自然科学基金;
关键词
ACTIVE METHYLENE-COMPOUNDS; HIRSCH ADDITION; FULLERENE; FUNCTIONALIZATION; CHEMISTRY; WATER; HYBRIDS; SINGLE;
D O I
10.1021/ie504918f
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
Dimethyl sulfoxide (DMSO) with sodium carbonate (Na2CO3) is an effective catalyst system for C-60 cyclopropanation through the Bingel reaction. Various bromomalonic esters, brominated beta-keto esters, brominated 1,3-diketones, and other bromo-substituted active methylene compounds can react with C-60 in the presence of DMSO and Na2CO3 to achieve excellent yields of the corresponding metharmfullerenes at 10 degrees C. Moreover, this proposed methodology has been also employed successfully to fundtionalize [70]fullerene, single-walled carbon nanotubeS (SWNTs), and graphene. This protocol is beneficial because it involves short reaction time, high yield, and a simple procedure. Additionally, this method does not need a strong base, such as sodium hydride and 1,8-diazabicydo[5,4,0]undec-7-ene, because inexpensive Na2CO3 can be the catalyst.
引用
收藏
页码:2879 / 2885
页数:7
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