Jump to main content
Jump to site search

Issue 1, 2015
Previous Article Next Article

Peralkylated imidazolium carbonate ionic liquids: synthesis using dimethyl carbonate, reactivity and structure

Author affiliations

Abstract

Tri- and tetra-alkylimidazoles are quaternised into their corresponding ionic liquids with dimethyl carbonate. Upon metathesis of the obtained methyl carbonate salts, only gaseous by-products are generated. These methyl carbonate salts can be transformed into hydrogen carbonate salts by reaction with water. The salts containing a carbonate anion are very alkaline, which results in a hydrogen/deuterium exchange on the anion and some of the cation protons, depending on the substitution. Moreover, the crystalline 1-ethyl-3,4,5-trimethylimidazolium hydrogen carbonate formed carboxylate species upon dissolution. In particular, the carboxylate was able to regenerate the carbene and in the presence of chloroform, this led to the formation of the chloride salt.

Graphical abstract: Peralkylated imidazolium carbonate ionic liquids: synthesis using dimethyl carbonate, reactivity and structure

Back to tab navigation

Supplementary files

Publication details

The article was received on 05 Aug 2014, accepted on 15 Oct 2014 and first published on 16 Oct 2014


Article type: Paper
DOI: 10.1039/C4NJ01301H
Author version
available:
Download author version (PDF)
New J. Chem., 2015,39, 461-468

  •   Request permissions

    Peralkylated imidazolium carbonate ionic liquids: synthesis using dimethyl carbonate, reactivity and structure

    C. Maton, K. Van Hecke and C. V. Stevens, New J. Chem., 2015, 39, 461
    DOI: 10.1039/C4NJ01301H

Search articles by author

Spotlight

Advertisements