The direct functionalization of methylene C(sp3)–H bonds is one of the greatest challenges in transition metal-catalyzed C–H activation. Although Pd(0)-catalyzed intramolecular cyclization reactions of methylene C(sp3)–H bonds have been reported, intermolecular functionalization remains to be discovered. Herein, we report the first example of a Pd(0)-catalyzed intermolecular methylene C(sp3)–H functionalization reaction. By use of a N-heterocyclic carbene ligand, the methylene C(sp3)–H bonds of 1-(benzyloxy)-2-iodobenzenes are activated and disilylated with hexamethyldisilane, affording disilylated products.
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Zhang et al. (2024) studied this question.
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