The effect of alkyl chain length in a series of novel N-alkyl-3-benzylimidazolium iodide salts

Pamela M. Dean; Jacob J. Golding; Jennifer M. Pringle; Maria Forsyth; Brian W. Skelton; Allan H. White; Douglas R. MacFarlane

doi:10.1039/B906142H

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CrystEngComm

Issue 11, 2009

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The effect of alkyl chain length in a series of novel N-alkyl-3-benzylimidazolium iodide salts

Pamela M. Dean , Jacob J. Golding , Jennifer M. Pringle , Maria Forsyth , Brian W. Skelton , Allan H. White and Douglas R. MacFarlane

CrystEngComm, 2009, 11, 2456-2465

DOI: 10.1039/B906142H
Received 27 Mar 2009, Accepted 08 Jul 2009
First published on the web 29 Jul 2009

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The crystal structures of a series of low-melting N-alkyl-2-methyl-3-benzylimidazolium iodide salts with a range of alkyl chain lengths, from n = 1 to 5 and including both n- and s-butyl chains, are reported for the first time. Thermal analysis shows that the methyl- and (s-)butyl substituted salts have significantly higher melting points than the rest of the series. Analysis of the crystal structures allows examination of the influence of the substituents on the different cation-anion and cation–cation interactions and thus the physical properties of the salts.

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Pamela M. Dean
Jacob J. Golding
Jennifer M. Pringle
Maria Forsyth
Brian W. Skelton
Allan H. White
Douglas R. MacFarlane

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The effect of alkyl chain length in a series of novel N-alkyl-3-benzylimidazolium iodide salts

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