CO2 Adducts of Carbodicarbenes: Robust and Versatile Organocatalysts for Chemical Transformation of Carbon Dioxide into Heterocyclic Compounds
发表时间：2019-03-12
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- 论文类型：
- 期刊论文
- 第一作者：
- Liu, An-Hua
- 通讯作者：
- Liu, AH; Lu, XB (reprint author), Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China.
- 合写作者：
- Dang, Ya-Li,Zhou, Hui,Zhang, Jin-Ju,Lu, Xiao-Bing
- 发表时间：
- 2018-06-21
- 发表刊物：
- CHEMCATCHEM
- 收录刊物：
- SCIE
- 文献类型：
- J
- 卷号：
- 10
- 期号：
- 12
- 页面范围：
- 2686-2692
- ISSN号：
- 1867-3880
- 关键字：
- carbodicarbene; carbon dioxide fixation; cyclization; homogeneous catalysis; synthetic methods
- 摘要：
- 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.
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- 否
