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Published on: October 30, 2018
Direct Esterification of Carboxylic Acids with Perfluorinated Alcohols Mediated by XtalFluor-E
Mathilde Vandamme1, Léa Bouchard1, Audrey Gilbert1
1CCVC, PROTEO, Département de chimie, Université Laval , 1045 avenue de la Médecine, Québec, Québec, Canada G1V 0A6.
Abstract:
The direct esterification of carboxylic acids with perfluorinated alcohols mediated by XtalFluor-E is reported. The corresponding polyfluorinated esters are obtained in moderate to excellent yields with a broad range of carboxylic acids, including aromatic, heteroaromatic, aliphatic, and nonracemic chiral substrates, using only a slight excess (2 equiv) of the perfluorinated alcohol. Control experiments indicate that the reaction does not proceed through the formation of an acyl fluoride but most likely through a (diethylamino)difluoro-λ4-sulfanyl carboxylate intermediate.
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