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Effect of Modifying the Anion of an Ionic Liquid on the Outcome of an SN2 Process

Journal Article


Abstract


  • 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.

Publication Date


  • 2015

Citation


  • Keaveney, S. T., Francis, D. V., Cao, W., Haines, R. S., & Harper, J. B. (2015). Effect of Modifying the Anion of an Ionic Liquid on the Outcome of an SN2 Process. Australian Journal of Chemistry, 68(1), 31-35. doi:10.1071/CH14117

Scopus Eid


  • 2-s2.0-84925077969

Start Page


  • 31

End Page


  • 35

Volume


  • 68

Issue


  • 1

Abstract


  • 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.

Publication Date


  • 2015

Citation


  • Keaveney, S. T., Francis, D. V., Cao, W., Haines, R. S., & Harper, J. B. (2015). Effect of Modifying the Anion of an Ionic Liquid on the Outcome of an SN2 Process. Australian Journal of Chemistry, 68(1), 31-35. doi:10.1071/CH14117

Scopus Eid


  • 2-s2.0-84925077969

Start Page


  • 31

End Page


  • 35

Volume


  • 68

Issue


  • 1