Regioselective β-silylation of porphyrins via iridium-catalyzed C–H bond activation

Abstract

An efficient approach to meso-unsubstituted β-silylporphyrins was developed through highly regioselective Ir-catalyzed C–H activation, in the presence of HSiMe(OSiMe₃)₂ as the Si source, from meso-unsubstituted porphyrins. Further transformations of the silyl group, such as oxidation, halogenation, and cross-coupling reactions, could be achieved under mild conditions, demonstrating the synthetic utility of β-silylporphyrins as a multipurpose synthon for fabricating porphyrin derivatives.