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Indexed by:期刊论文

Date of Publication:2017-09-01

Journal:ASIAN JOURNAL OF ORGANIC CHEMISTRY

Included Journals:Scopus、SCIE

Volume:6

Issue:9,SI

Page Number:1264-1269

ISSN No.:2193-5807

Key Words:carbenes; carbon dioxide; cyclic carbonates; olefins

Abstract:A series of CO2 adducts of -carbon alkylated N-heterocyclic olefins (ANHOs-CO2) were synthesized and characterized by single-crystal X-ray diffraction analysis. The in situ FTIR studies demonstrated that ANHOs-CO2 adducts showed higher thermal stability than the previously reported -carbon nonsubstituted N-heterocyclic olefins (HNHOs-CO2) due to the enhancement of the electron-donating properties. Moreover, ANHOs-CO2 adducts exhibit higher activity in catalyzing the carboxylative cyclization of CO2 with propargylic alcohols than HNHOs-CO2 under the same experimental conditions. Meanwhile, various internal and terminal functionalized propargylic alcohols could be tolerated to obtain the corresponding -alkylidene cyclic carbonates in moderate to good yields with high stereoselectivity.