Investigating Solvent Effects of an Ionic Liquid on Pericyclic Reactions through Kinetic Analyses of Simple Rearrangements
作者： Sinead T. Keaveney , Ronald S. Haines , Jason B. Harper
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摘要: Simple Cope and Claisen rearrangements were investigated in an ionic liquid a range of molecular solvents through series kinetic studies. Analysis the solvent effects on rearrangement 3-phenyl-1,5-hexadiene indicated that solvophobic effect was responsible for observed rate enhancement liquid, this due to preferential solvation transition state. A similar contributes allyl vinyl ether, although ability stabilise incipient charges state also likely increase solvent. The activation parameter data suggest case interacting with species along reaction coordinate general coulombic interactions (more acetonitrile-like) rather than hydrogen-bonding (less ethanol-like).
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