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New crown ether complex cation ionic liquids with N-heterocycle anion: preparation and application in the CO2 fixation

Abstract

A series of crown ether complex cation ionic liquids (CECILs) have been devised, synthesized and characterized by NMR, IR, elemental analysis and TGA-DSC. These new CECILs ([18-C-6K]+Y- and [15-C-5Na]+Y-, Y- = imidazolide, pyrazolide, 1,2,4-triazolide, benzo[d]imidazolide, benzo[d]triazolide) were applied as efficient catalysts to the cycloaddition of epoxides and carbon dioxide without co-catalyst under atmospheric pressure and sovent-free conditions. The results showed that the activity of catalysts deeply relies on their structural features. The CECILs of [18-C-6K]+Y- are superior to [15-C-5Na]+Y- under optimal reaction conditions. A preliminary kinetic study for this reaction was investigated using [18-C-6K][Im] and [15-C-5Na][Im] catalysts. The obtained activation energies were in consistence with their reaction rates. A anion-cation synergistic catalytic mechanism has been carefully proposed in light of the features of new catalysts and experimental results, which was confirmed as well by DFT calculations.

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Publication details

The article was received on 12 Sep 2017, accepted on 07 Nov 2017 and first published on 14 Nov 2017


Article type: Research Article
DOI: 10.1039/C7QO00829E
Citation: Org. Chem. Front., 2017, Accepted Manuscript
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    New crown ether complex cation ionic liquids with N-heterocycle anion: preparation and application in the CO2 fixation

    J. wang, Y. Liang, D. Zhou, J. Ma and H. Jing, Org. Chem. Front., 2017, Accepted Manuscript , DOI: 10.1039/C7QO00829E

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