Studies on Organic Fluorine Compounds. IV. Conversion of Alcohols to Fluorides by Diphenyltrifluorophosphorane

Abstract

The reactions of diphenyltrifluorophosphorane with alcohols were studied, and it was found to be a more excellent one-step fluorinating reagent for substituting the hydroxyl group of alcohols. Compared with difluorotriphenylphosphorane discussed in the previous paper, this reagent is superior in its being able to be produced at less cost and its reaction starting at the lower temperature. The reaction mechanism when solvent was used is presumed to be the same as in the case of difluorotriphenylphosphorane, but reaction modes differ when solvent was not used. To use solvent is better for preparing alkyl fluoride.