Direct Synthesis of Arylfluorosilanes via Iridium(I)-Catalyzed Aromatic C-H Silylation by Disilanes

摘要

Aromatic C-H silylation of arenes by l,2-di-tert-butyl-l,l,2,2-tetrafluorodisilane is efficiently catalyzed by iridium(I)complexes generated from [{Ir(OMe)(cod)}_2] and 4,4'-di-tert-butyl-2,2'-bipyridine and provides the corresponding arylfluorosilanes in excellent yields..Arylhalosilanes and their hypervalent derivatives are versatile reagents for carbon-carbon and carbon-heteroatom bond formation in modern organic synthesis.Although they have been prepared by arylation of halosilanes with arylmagnesium or-lithium reagents and by Pd-catalyzed cross-coupling of halogenated disilanes with aryl electrophiles,direct silylation of arenes via C-H bond activation would provide a more attractive route from the viewpoints of economy,efficiency,and environmental benignity.Indeed,aromatic C-H silylation by disilanes or hydrosilanes catalyzed by a transition metal complex has been developed by several research groups;however,the protocol has been limitedly applied to the synthesis of aryltriorganosilanes.