C-C coupling reactions between arylsilanes and alkylfluorides are efficiently catalyzed by disilyl cation 1. Primary as well as secondary alkylfluorides were quantitatively coupled with arylsilanes; however, in the case of tertiary fluorides, the hydrodefluorination reaction predominated. Primary alkylfluorides were found to give arenes with mostly rearranged alkyl substituents. In all cases subsequent Friedel-Crafts-type chemistry occurred.