4.6 Article

Does the cation really matter? The effect of modifying an ionic liquid cation on an SN2 process

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 11, Issue 36, Pages 6170-6175

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ob41038b

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Funding

  1. Australian government
  2. Cochlear
  3. University of New South Wales Goldstar Grants Programme
  4. Australian Research Council [DP130102331]

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The rate of reaction of a Menschutkin process in a range of ionic liquids with different cations was investigated, with temperature-dependent kinetic data giving access to activation parameters for the process in each solvent. These data, along with molecular dynamics simulations, demonstrate the importance of accessibility of the charged centre on the cation and that the key interactions are of a generalised electrostatic nature.

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