Carbonylation of Polyfluorinated 1-Arylalkan-1-ols and Diols in Superacids.

ABSTRACT: We describe the carbonylation of a series of mono and dihydroxy derivatives of polyfluorinated alkylbenzenes and benzocycloalkenes with OH groups at benzylic positions using carbon monoxide in the presence of a superacid (TfOH, a TfOH-SbF₅ mixture, or a FSO₃H-SbF₅ mixture). It was shown that the superacid-catalyzed addition of CO to various primary and secondary polyfluorinated alcohols and diols gives the corresponding mono- and dicarboxylic acids or lactones. The efficiency of various superacids depending on alcohol structure was evaluated, and FSO₃H-SbF₅ yielded the best results in most transformations. The addition of CO to secondary 1-arylalkan-1-ols containing vicinal fluorine atoms was found to be accompanied by elimination of H

SUBMITTER: Wang S 

PROVIDER: S-EPMC9787639 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature