Transformation of Atmospheric CO2 Catalyzed by Protic Ionic Liquids: Efficient Synthesis of 2-Oxazolidinones

Protic ionic liquids (PILs), such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction of atmospheric CO2 with a broad range of propargylic amines to form the corresponding 2‐oxazolidinones. The products are formed in high yields under mild, metal‐free c...

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Veröffentlicht in:Angewandte Chemie International Edition 2015-04, Vol.54 (18), p.5399-5403
Hauptverfasser: Hu, Jiayin, Ma, Jun, Zhu, Qinggong, Zhang, Zhaofu, Wu, Congyi, Han, Buxing
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Sprache:eng
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Zusammenfassung:Protic ionic liquids (PILs), such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction of atmospheric CO2 with a broad range of propargylic amines to form the corresponding 2‐oxazolidinones. The products are formed in high yields under mild, metal‐free conditions. The cheaper and greener PILs can be easily recycled and reused at least five times without a decrease in the catalytic activity and selectivity. A reaction mechanism was proposed on the basis of a detailed DFT study which indicates that both the cation and anion of the PIL play key synergistic roles in accelerating the reaction. CO2 capture: Under mild, metal‐free conditions, protic ionic liquids, such as 1,8‐diazabicyclo[5.4.0]‐7‐undecenium 2‐methylimidazolide [DBUH][MIm], can catalyze the reaction between CO2 and propargylic amines to form 2‐oxazolidinones. Both the cation and anion of the ionic liquids play key roles in accelerating the reaction.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201411969