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Novel Chloroimidazolium‐Based Ionic Liquids: Synthesis, Characterisation and Behaviour as Solvents to Control Reaction Outcome
Author(s) -
Hawker Rebecca R.,
Panchompoo Janjira,
Aldous Leigh,
Harper Jason B.
Publication year - 2016
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201600099
Subject(s) - chemistry , ionic liquid , sn2 reaction , nucleophilic substitution , nucleophilic aromatic substitution , miscibility , nucleophile , substitution reaction , ionic bonding , organic chemistry , electrochemical window , decomposition , inorganic chemistry , ionic conductivity , ion , electrolyte , catalysis , polymer , electrode
Novel ionic liquids containing chlorine atoms on the imidazolium cation were synthesised. The physicochemical properties of these ionic liquids were investigated extensively, including glass transition, melting and decomposition temperatures, density, viscosity, miscibility with common solvents and electrochemical window. The behaviour of these ionic liquids as solvents was examined through temperature‐dependent kinetic analyses on two reactions: a nucleophilic aromatic substitution (S N Ar) reaction and a bimolecular nucleophilic substitution (S N 2) reaction. The properties and effects on reaction outcome of these new ionic liquids were shown to correlate with the change in the nature of the cation.