A Facile Route to C2-Substituted Imidazolium Ionic Liquids

A convenient route for the preparation of C2-substituted imidazolium ionic liquids is reported. This method involves the alkylation of N-heterocyclic carbenes, which are readily generated from the C2-unsubstituted imidazolium ionic liquids. It works well for non-functionalized alkyl chlorides, and l...

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Bibliographic Details
Main Authors: Scott T. Handy, Elliot Ennis
Format: Article
Language:English
Published: MDPI AG 2009-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/14/6/2235/
Description
Summary:A convenient route for the preparation of C2-substituted imidazolium ionic liquids is reported. This method involves the alkylation of N-heterocyclic carbenes, which are readily generated from the C2-unsubstituted imidazolium ionic liquids. It works well for non-functionalized alkyl chlorides, and less well for alkyl bromides and iodides, likely due to competing elimination reactions. The resulting C2-substituted salts can be transformed into ionic liquids via standard anion metathesis reactions.
ISSN:1420-3049