title: Direct Esterification of Carboxylic Acids with Perfluorinated Alcohols Mediated by XtalFluor-E.
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.
authors.affiliation: CCVC, PROTEO, Département de chimie, Université Laval , 1045 avenue de la Médecine, Québec, Québec, Canada G1V 0A6.
authors.forename: Mathilde
authors.initials: M
authors.lastname: Vandamme
authors.affiliation: CCVC, PROTEO, Département de chimie, Université Laval , 1045 avenue de la Médecine, Québec, Québec, Canada G1V 0A6.
authors.forename: Léa
authors.initials: L
authors.lastname: Bouchard
authors.affiliation: CCVC, PROTEO, Département de chimie, Université Laval , 1045 avenue de la Médecine, Québec, Québec, Canada G1V 0A6.
authors.forename: Audrey
authors.initials: A
authors.lastname: Gilbert
authors.affiliation: CCVC, PROTEO, Département de chimie, Université Laval , 1045 avenue de la Médecine, Québec, Québec, Canada G1V 0A6.
authors.forename: Massaba
authors.initials: M
authors.lastname: Keita
authors.affiliation: CCVC, PROTEO, Département de chimie, Université Laval , 1045 avenue de la Médecine, Québec, Québec, Canada G1V 0A6.
authors.forename: Jean-François
authors.identifier: 0000-0003-2412-3083
authors.initials: JF
authors.lastname: Paquin