Issue 11, 2011
From the journal:

Chemical Science

Merging the chemistry of electron-rich olefins with imidazolium ionic liquids: radicals and hydrogen-atom adducts†

Cody N. Sherren,a   Changhua Mu,b   Michael I. Webb,b   Iain McKenzie,b   Brett M. McCollum,b   Jean-Claude Brodovitch,b   Paul W. Percival,b   Tim Storr,b   Kenneth R. Seddon,c   Jason A. C. Clyburne*a  and  Charles J. Walsby*b  

* Corresponding authors

a Maritime Centre for Green Chemistry, Department of Chemistry, Saint Mary's University, Halifax, NS, Canada
E-mail: Jason.Clyburne@smu.ca

b Department of Chemistry, Simon Fraser University, Burnaby, BC, Canada
E-mail: cwalsby@sfu.ca

c The QUILL Research Centre, School of Chemistry and Chemical Engineering, The Queen's University of Belfast, Belfast, Northern Ireland, UK

Abstract

To probe the reactivity of ionic liquids relevant to their use in electrochemical applications, the ionic liquid 1-ethyl-3-methylimidazolium tetrachloroaluminate(III) was reacted with metallic lithium to produce a persistent radical, which can be considered a hydrogen-atom adduct of an electron-rich olefin (ERO). Reaction of tetrakis(dimethylamino)ethene, a bona fide ERO, with muonium, produces a structurally similar radical.

Graphical abstract: Merging the chemistry of electron-rich olefins with imidazolium ionic liquids: radicals and hydrogen-atom adducts

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Article information

DOI
https://doi.org/10.1039/C1SC00408E
Article type
Edge Article
Submitted
28 Jun 2011
Accepted
28 Jul 2011
First published
17 Aug 2011

Chem. Sci., 2011,2, 2173-2177

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Merging the chemistry of electron-rich olefins with imidazolium ionic liquids: radicals and hydrogen-atom adducts

C. N. Sherren, C. Mu, M. I. Webb, I. McKenzie, B. M. McCollum, J. Brodovitch, P. W. Percival, T. Storr, K. R. Seddon, J. A. C. Clyburne and C. J. Walsby, Chem. Sci., 2011, 2, 2173 DOI: 10.1039/C1SC00408E

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