Issue 5, 2018

New crown ether complex cation ionic liquids with N-heterocycle anions: preparation and application in 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 a co-catalyst under atmospheric pressure and solvent-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 of this reaction was carried out using [18-C-6K][Im] and [15-C-5Na][Im] catalysts. The obtained activation energies are consistent with their reaction rates. An anion–cation synergistic catalytic mechanism has been carefully proposed in light of the features of the new catalysts and experimental results, which was confirmed as well by DFT calculations.

Graphical abstract: New crown ether complex cation ionic liquids with N-heterocycle anions: preparation and application in CO2 fixation

Supplementary files

Article information

Article type
Research Article
Submitted
12 Sep 2017
Accepted
07 Nov 2017
First published
14 Nov 2017

Org. Chem. Front., 2018,5, 741-748

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

J. Wang, Y. Liang, D. Zhou, J. Ma and H. Jing, Org. Chem. Front., 2018, 5, 741 DOI: 10.1039/C7QO00829E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements