Exploration of the Scope of Pt-Catalyzed C-F Activation

We recently reported methods for the catalytic methylation and methoxylation of polyfluoroaryl imines utilizing {[}Pt2Me4(SMe2)(2)] as a precatalyst. These methodologies provide a novel route to partially functionalized aryl fluorides, which have potential utility as building blocks for the synthesis of pharmaceuticals and materials. We report herein efforts to expand the scope of these processes, particularly the choice of directing group. Comparisons to the previously reported scope of Pt-II-catalyzed methylation and methoxylation are described.