Volume 154, 2012
From the journal:

Faraday Discussions

Investigating the origin of entropy-derived rate accelerations in ionic liquids†

Hon Man Yau,ab   Anna K. Croftb  and  Jason B. Harper*a  

* Corresponding authors

a School of Chemistry, University of New South Wales, Sydney, NSW, Australia
E-mail: j.harper@unsw.edu.au
Fax: +61 2 9385 6141
Tel: +61 2 9385 4692

b School of Chemistry, University of Wales Bangor, Bangor, Gwynedd

Abstract

The effects on the rate and activation parameters of a series of Menschutkin processes on changing from a molecular solvent to an ionic liquid were investigated. The removal of delocalised π-systems from the reagents does not affect the change in activation parameters on changing solvent. In each of the cases investigated, rate accelerations observed on moving to the ionic liquid could be attributed to an increase in reaction entropy. This suggests a specific interaction of the ionic liquid with the nucleophilic centre, rather than the delocalised π-systems of either the electrophile or the nucleophile.

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Article information

DOI
https://doi.org/10.1039/C1FD00060H
Article type
Paper
Submitted
08 Apr 2011
Accepted
10 Jun 2011
First published
14 Jul 2011

Faraday Discuss., 2012,154, 365-371

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Investigating the origin of entropy-derived rate accelerations in ionic liquids

H. M. Yau, A. K. Croft and J. B. Harper, Faraday Discuss., 2012, 154, 365 DOI: 10.1039/C1FD00060H

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