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Fluorodecarboxylation, rearrangement and cyclisation: the influence of structure and environment on the reactions of carboxylic acids with xenon difluoride
Authors:Christopher A Ramsden  Maxine M Shaw
Institution:Lennard-Jones Laboratories, School of Physical and Geographical Sciences, Keele University, Keele, Staffordshire ST5 5BG, United Kingdom
Abstract:The reactions of structurally diverse carboxylic acids with XeF2 in both CH2Cl2/Pyrex® and CH2Cl2/PTFE have been studied. Pyrex® appears to be a very effective heterogeneous catalyst for an electrophilic mode of reaction of polarised XeF2, leading to rearrangement, cyclisation and cationic products. In CH2Cl2/PTFE, fluorodecarboxylation is the main mode of reaction, in accordance with previous studies, and may occur via a SET reaction of unpolarised XeF2.
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