Additive-modulated switchable reaction pathway in the addition of alkynes with organosilanes catalyzed by supported Pd nanoparticles: hydrosilylation versus semihydrogenation

Abstract

A supported Pd nanoparticles on N,O-doped hierarchical porous carbon enabled additive-modulated reaction pathway for alkyne addition with organosilanes between hydrosilylation and semihydrogenation.

Soluble Pt Nanoparticles Stabilized by a Tris‐imidazolium Tetrafluoroborate as Efficient and Recyclable Catalyst for the Stereoselective Hydrosilylation of Alkynes

“…In the presence of water a competitive transfer hydrogenation took place to give the corresponding alkenes and/or alkanes . Other examples refer to palladium NPs supported on polystyrene resins for terminal alkynes and few 1,3‐diynes, Pd nanoparticles supported on N,O‐doped hierarchical porous carbon, supported palladium‐gold alloy NPs for α,β‐unsaturated ketones and alkynes, and SiO 2 supported palladium‐copper bimetallic NPs . In addition, supported rhodium, rhodium‐platinum and gold nanoparticles [11 ° ,p] have also been described as catalysts for the hydrosilylation of alkynes.…”

Recent Advances on Heteroatom‐Doped Porous Carbon/Metal Materials: Fascinating Heterogeneous Catalysts for Organic Transformations

“…In separate studies, the same research group extended applications of the Pd/N,O‐Carbon catalyst in other organic transformations including hydrosilylation and transfer semihydrogenation of alkynes with organosilanes, [84] synthesis of benzofurans [85] , and hydrogenation of α,β‐unsaturated carbonyl compounds [86]…”

σ-H–H, σ-C–H, and σ-Si–H Bond Activation Catalyzed by Metal Nanoparticles

“…Under these conditions, selective hydrogenation of alkynes into alkenes was observed instead of alkyne hydrosilylation. 292,294 Moreover, the catalytic oxidation of silanes to form the silanols is often accelerated by air. 318 The generally accepted mechanism for the oxidation of silanes by water catalyzed by metal NPs is shown in Scheme 23.…”