Influence of the Structure of Polyfluorinated Alcohols on Brønsted Acidity/Hydrogen-Bond Donor Ability and Consequences on the Promoter Effect

…, C Laurence, P Nicolet, D Bonnet-Delpon

Index: De, Kavita; Legros, Julien; Crousse, Benoit; Bonnet-Delpon, Daniele Journal of Organic Chemistry, 2009 , vol. 74, # 16 p. 6260 - 6265

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Citation Number: 40

Abstract

The influence of substituents on the properties of tri-and hexafluorinated alcohols derived from 2, 2, 2-trifluoroethanol (TFE) and 1, 1, 1, 3, 3, 3-hexafluoro-2-propanol (HFIP) was examined. Measurements of specific solvent− solute interactions revealed that H-bond donation (HBD) of fluorinated alcohols is sensitive to the steric hindrance of the OH group, whereas their Brønsted acidity is dependent only on the number of fluorine atoms. For ...