Towards reaction control using an ionic liquid: biasing outcomes of reactions of benzyl halides

Sinead T. Keaveney; Jason B. Harper

doi:10.1039/c3ra42820f

Towards reaction control using an ionic liquid: biasing outcomes of reactions of benzyl halides

Sinead T. Keaveney, Jason B. Harper

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

The effect of the ionic liquid 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide on substitution and elimination reactions of benzyl halides is examined and solvent control of the reaction outcome demonstrated. In competing reactions, the ionic liquid is shown to favour unimolecular processes over bimolecular processes and substitution over elimination, irrespective of the mole fraction of ionic liquid used. Temperature dependent analyses, where possible, are used to determine the microscopic origins of these effects.

Original language	English
Pages (from-to)	15698-15704
Number of pages	7
Journal	RSC Advances
Volume	3
Issue number	36
DOIs	https://doi.org/10.1039/c3ra42820f
Publication status	Published - 2013
Externally published	Yes

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10.1039/c3ra42820f

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AB - The effect of the ionic liquid 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide on substitution and elimination reactions of benzyl halides is examined and solvent control of the reaction outcome demonstrated. In competing reactions, the ionic liquid is shown to favour unimolecular processes over bimolecular processes and substitution over elimination, irrespective of the mole fraction of ionic liquid used. Temperature dependent analyses, where possible, are used to determine the microscopic origins of these effects.

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Towards reaction control using an ionic liquid: biasing outcomes of reactions of benzyl halides

Abstract

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