Functionalized vinylsilanes via highly efficient and recyclable Pt-nanoparticle catalysed hydrosilylation of alkynes

Abstract

A mild, selective and facile synthesis of vinylsilanes via a recyclable platinum nanoparticle catalysed hydrosilylation of alkynes is reported. Various functionalized alkynes are selectively hydrosilylated to furnish functional β-E vinylsilanes in high yields. The catalytic effectiveness, ease of catalyst recovery and recyclability of the polysiloxane stabilized Pt-nanoparticle catalyst are the major achievements of this work. Detailed in situ characterization using Electron Microscopy and controlled poisoning experiments supports the participation of Pt-nanoparticles as active catalysts.

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

“…A Pt(II) complex, Me 2 Pt(COD) (COD: 1,5‐cyclooctadiene), has also been employed as precursor and reduced by dihydrogen, or polymethylhydrosiloxane (PMHS) . Water‐soluble (NHC)Pt(II) dimethyl complexes (NHC: N ‐heterocyclic carbene) have generated Pt NPs by thermal decomposition or by treatment with carbon monoxide or dihydrogen …”

“…The hydrosilylation of phenylacetylene has been performed with Pt nanoparticles in carbon nanoreactors, allowing for the evaluation of the effect of nanoscale confinement on the process selectivity . More recent articles include super‐microporous silica‐supported platinum NPs for hydrosilylation of alkenes and terminal alkynes, ligand‐free Pt 3 clusters very active with terminal alkynes, polysiloxane stabilized Pt NPs used for terminal and internal alkynes, and platinum nanoparticles dispersed in organically modified silicate matrices for addition of silanes to alkenes and a limited number of alkynes . In 2014 we have reported a pioneering work on the hydrosilylation of a range of internal alkynes catalyzed by soluble palladium nanoparticles stabilized by tris‐imidazolium salts which afforded the syn ‐addition products in a stereoselective manner.…”

Bicyclo[4.2.0]octa-1,3,5-trien-3-yl-dimethyl((E)-styryl)-silane

“…All compounds were characterized by 1 H, 13 C NMR, and HRMS analysis. NMR data of known compounds were compared with previously published data [16][17][18]. These NMR, HRMS and FTIR data of compounds can be found in the Supplementary Materials.…”

Platinum(II) complexes bearing bulky Schiff base ligands anchored onto mesoporous SBA‐15 supports as efficient catalysts for hydrosilylation

“…[35,36] To date, several immobilization strategies have been employed. Some examples include entrapping platinum nanoparticles inside supports, [37][38][39] stabilizing platinum nanoparticles onto the inner surfaces of supports, [35,40,41] anchoring platinum complexes by organic linkers, [36,[42][43][44] etc. The anchoring strategy has attracted much attention as a vast number of organic linkers/ligands have been reported in the literature, most of which contain functional groups, such as amino, [45,46] vinyl, [47] ─SH, [48] phosphine [49] moieties and so on, binding to alkyl chains.…”