Release Time:2019-03-11  Hits:

Indexed by: Journal Article

Date of Publication: 2017-09-01

Journal: ASIAN JOURNAL OF ORGANIC CHEMISTRY

Included Journals: SCIE、Scopus

Volume: 6

Issue: 9,SI

Page Number: 1264-1269

ISSN: 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.