title: Efficient Ionic-Liquid-Promoted Chemical Fixation of CO2into α-Alkylidene Cyclic Carbonates.
abstract: The efficient conversion of CO2into value-added chemicals under metal-free conditions is of significant importance from the viewpoint of sustainable chemistry. In this work, ionic liquids (ILs) with different properties were used to promote the reaction between CO2and propargylic alcohol for the synthesis of α-alkylidene cyclic carbonates. The protic IL 1,8-diazabicyclo-[5.4.0]-7-undecenium 2-methylimidazolide ([DBUH][MIm]) was prepared by simple neutralization of the superbase with a weak proton donor and could efficiently promote the reactions in high yields. After the reactions, the IL was separated from the reaction mixtures by simply adding water, and then reused after drying without an observable decrease in the catalytic activity and selectivity. NMR spectroscopy and detailed density functional theory analysis were used to propose a reaction mechanism. Both the cation and anion of the IL played a key synergistic role in promoting the reaction. These findings may be useful for the rational design of novel metal-free and recyclable routes for the reaction between CO2and propargylic alcohols.
authors: Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan, P.R. China.
authors: Jikuan
authors: J
authors: Qiu
authors: Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan, P.R. China.
authors: Yuling
authors: Y
authors: Zhao
authors: Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan, P.R. China.
authors: Zhiyong
authors: Z
authors: Li
authors: Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan, P.R. China.
authors: Huiyong
authors: H
authors: Wang
authors: Department of Chemical and Petroleum Engineering, University of Wyoming, Laramie, WY, 82071, USA.
authors: Maohong
authors: M
authors: Fan
authors: Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, Xinxiang, Henan, P.R. China.
authors: Jianji
authors: J
authors: Wang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001372:Aza Compounds / Q000008:administration & dosage / Q000737:chemistry*; D002245:Carbon Dioxide / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D007093:Imidazoles / Q000008:administration & dosage / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory
chemical_list: C000620744:1,8-diazabicyclo-(5.4.0)-7-undecenium 2-methylimidazolide; D000480:Alkynes; D001372:Aza Compounds; D002254:Carbonates; D007093:Imidazoles; D052578:Ionic Liquids; D002245:Carbon Dioxide
keywords: carbon dioxide; carboxylative cyclization; cyclic carbonates; ionic liquid; propargylic alcohol