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An air-stable, Zn-based catalyst for hydrosilylation of alkenes and alkynes

Organic and Biomolecular Chemistry, ISSN: 1477-0520, Vol: 19, Issue: 25, Page: 5544-5550
2021
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Hydrosilylation of C-C double and C-C triple bonds is one of the most widely used processes in organosilicon chemistry, mostly catalyzed by Pt-based complexes. We report here the synthesis of an air-stable dicationic Zn-based complex in a hemilabile tris(2-methyl-6-pyridylmethyl) phosphine (TmPPh) ligand,1[B(CF)]. When heated,1[B(CF)]activates Si-H bonds reversiblyvialigand/metal cooperation between Lewis acidic Znand Lewis basic N centers in a frustrated Lewis pair (FLP) type fashion. Consequently,1[B(CF)]was found to be an effective catalyst for hydrosilylation reactions of C-C double and C-C triple bonds. Remarkably, these hydrosilylation reactions can be loaded under aerobic conditions, as well as, in some cases, work under neat conditions. The mechanism of the activation of the Si-H bond and the hydrosilylation reaction is proposed based on experiments and density functional theory (DFT) calculations.

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