Effect of modifying the anion of an ionic liquid on the outcome of an SN2 process

Sinead T. Keaveney, Dominic V. Francis, Winnie Cao, Ronald S. Haines, Jason B. Harper

Research output: Contribution to journalArticlepeer-review

34 Citations (Scopus)


The effect of a series of ionic liquids containing different anions (bis(trifluoromethanesulfonyl)imide, dicyanimide, hexafluorophosphate, tetrafluoroborate, and bromide) on the rate constant of a bimolecular substitution process was investigated. A general ionic liquid effect was noted, with increases in the rate constant observed in all ionic liquids used when compared with that in acetonitrile. Temperature-dependent kinetic data allowed calculation of activation parameters in each of the reaction mixtures considered; these parameters showed that the microscopic origins of the rate enhancements observed were not the same for all of the ionic liquids used, demonstrating the importance of the nature of the anion.
Original languageEnglish
Pages (from-to)31-35
Number of pages5
JournalAustralian Journal of Chemistry
Issue number1
Publication statusPublished - 2015
Externally publishedYes


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