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 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.
Ennis
Elliot
E
Department of Chemistry, Middle Tennessee State University, Murfreesboro, TN 37132, USA.
Handy
Scott T
ST
D000478:Alkylation; D006571:Heterocyclic Compounds / Q000737:chemistry; D048288:Imidazolines / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D015394:Molecular Structure
D006571:Heterocyclic Compounds; D048288:Imidazolines; D052578:Ionic Liquids; C030011:carbene; D008697:Methane