Silacyclobutane was discovered to be an efficient C-H bond silylation reagent. Under the catalysis of Rh(I) /TMS-segphos, silacyclobutane undergoes sequential C-Si/C-H bond activations, affording a series of π-conjugated siloles in high yields and regioselectivities. The catalytic cycle was proposed to involve a rarely documented endocyclic β-hydride elimination of five-membered metallacycles, which after reductive elimination gave rise to a Si-Rh(I) species that is capable of C-H activation.
Keywords: C−H activation; metallocycle; silole; silylation; β-hydrogen elimination.
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