Indexed by:
期刊论文
First Author:
Liu, An-Hua
Correspondence Author:
Liu, AH; Lu, XB (reprint author), Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China.
Co-author:
Dang, Ya-Li,Zhou, Hui,Zhang, Jin-Ju,Lu, Xiao-Bing
Date of Publication:
2018-06-21
Journal:
CHEMCATCHEM
Included Journals:
SCIE
Document Type:
J
Volume:
10
Issue:
12
Page Number:
2686-2692
ISSN No.:
1867-3880
Key Words:
carbodicarbene; carbon dioxide fixation; cyclization; homogeneous
catalysis; synthetic methods
Abstract:
Four CO2 adducts of carbodicarbenes (CDCs) were first synthesized and structurally characterized by means of NMR spectroscopy, high-resolution mass spectrometry, and FTIR spectroscopy. The introduction of C-13-labelled CO2 confirmed the formation of the corresponding carboxylated species. Thermogravimetric analysis (TGA) provided detailed information on their thermal decarboxylation processes. The novel CDC-CO2 adducts were subsequently applied as robust and versatile organocatalysts for the carboxylative cyclization of CO2 with aziridines, epoxides, or propargylic alcohols, affording 2-oxazolidinones and cyclic carbonates in good to excellent yields (51-99%) and high functional group tolerance. TGA results together with control experiments indicate that the insitu formed free CDC by decarboxylation of the corresponding CDC-CO2 adducts plays the key role to activate the substrates by its strong Lewis basicity.
Translation or Not:
no
