title: Hydrodefluorination of perfluoroalkyl groups using silylium-carborane catalysts.
abstract: Carbon-fluorine bonds are among the most unreactive functionalities in chemistry. Interest in their activation arises in part from the high global warming potentials of anthropogenic polyfluoroorganic compounds. Conversion to carbon-hydrogen bonds (hydrodefluorination) is the simplest modification of carbon-fluorine bonds, but efficient catalytic hydrodefluorination of perfluoroalkyl groups has been an unmet challenge. We report a class of carborane-supported, highly electrophilic silylium compounds that act as long-lived catalysts for hydrodefluorination of trifluoromethyl and nonafluorobutyl groups by widely accessible silanes under mild conditions. The reactions are completely selective for aliphatic carbon-fluorine bonds in preference to aromatic carbon-fluorine bonds.
authors.affiliation: Department of Chemistry, Brandeis University, MS 015, 415 South Street, Waltham, MA 02454, USA.
authors.forename: Christos
authors.initials: C
authors.lastname: Douvris
authors.forename: Oleg V
authors.initials: OV
authors.lastname: Ozerov