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Carboxylation of terminal alkynes at ambient CO2 pressure in ethylene carbonate

Authors :
Ya-Nan Zhao
Chun-Lai Zhong
Qing-Wen Song
An-Hua Liu
Bing Yu
Jinquan Wang
Liang-Nian He
Zhen-Feng Diao
Chun-Xiang Guo
Source :
Green Chemistry. 15:2401
Publication Year :
2013
Publisher :
Royal Society of Chemistry (RSC), 2013.

Abstract

The CuI-catalyzed carboxylation of terminal alkynes with CO2 and alkyl halides using ethylene carbonate as the solvent under mild conditions was studied. DFT calculations reveal that the energy barrier for CO2 insertion into the sp-hybridized Cu-C bond could be reduced by employing ethylene carbonate as the solvent. Notably, the procedure was conducted under ambient CO2 pressure without any external ligands. A broad range of substrates with electron-withdrawing groups or electron-donating groups gave the corresponding products in reasonable yields.

Details

ISSN :
14639270 and 14639262
Volume :
15
Database :
OpenAIRE
Journal :
Green Chemistry
Accession number :
edsair.doi...........949579befce1927d3a11e27e33421116
Full Text :
https://doi.org/10.1039/c3gc40896e