104014-94-0

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• 617-86-7 triethylsilane 
• 695-12-5 vinylcyclohexane 
• 931-48-6 2-cyclohexylacetylene 

Relevant academic research and scientific papers

Rhodium nanoflowers stabilized by a nitrogen-rich PEG-tagged substrate as recyclable catalyst for the stereoselective hydrosilylation of internal alkynes

Morphology and size controllable rhodium nanoparticles stabilized by a nitrogen-rich polyoxyethylenated derivative have been prepared by reduction of RhCl 3 with NaBH4 in water at room temperature and fully characterized. The flower-like Rh NPs are effective and recyclable catalysts for the stereoselective hydrosilylation of challenging internal alkynes and diynes, affording the (E)-vinylsilanes in quantitative yields for a wide range of substrates. The insolubility of the nanocatalyst in diethyl ether allows its easy separation and recycling.

Experimental and computational studies of the ruthenium-catalyzed hydrosilylation of alkynes: Mechanistic insights into the regio- and stereoselective formation of vinylsilanes

The ruthenium hydride complex (PCy3)2(CO)RuHCl was found to be a highly effective catalyst for the regio- and stereoselective hydrosilylation of alkynes to form vinylsilane products. (Z)-Vinylsilane products were selectively formed f

Manganese-catalysed divergent silylation of alkenes

Transition-metal-catalysed, redox-neutral dehydrosilylation of alkenes is a long-standing challenge in organic synthesis, with current methods suffering from low selectivity and narrow scope. In this study, we report a general and simple method for the manganese-catalysed dehydrosilylation and hydrosilylation of alkenes, with Mn2(CO)10 as a catalyst precursor, by using a ligand-tuned metalloradical reactivity strategy. This enables versatility and controllable selectivity with a 1:1 ratio of alkenes and silanes, and the synthetic robustness and practicality of this method are demonstrated using complex alkenes and light olefins. The selectivity of the reaction has been studied using density functional theory calculations, showing the use of an iPrPNP ligand to favour dehydrosilylation, while a JackiePhos ligand favours hydrosilylation. The reaction is redox-neutral and atom-economical, exhibits a broad substrate scope and excellent functional group tolerance, and is suitable for various synthetic applications on a gram scale. [Figure not available: see fulltext.].

Controlling the regioselectivity of the hydrosilylation reaction in carbon nanoreactors

Hollow graphitized carbon nanofibres (GNF) are employed as nanoscale reaction vessels for the hydrosilylation of alkynes. The effects of confinement in GNF on the regioselectivity of addition to triple carbon-carbon bonds are explored. A systematic comparison of the catalytic activities of Rh and RhPt nanoparticles embedded in a nanoreactor with free-standing and surface-adsorbed nanoparticles reveals key mechanisms governing the regioselectivity. Directions of reactions inside GNF are largely controlled by the non-covalent interactions between reactant molecules and the nanofibre channel. The specific π-π interactions increase the local concentration of the aromatic reactant and thus promote the formation of the E isomer of the β-addition product. In contrast, the presence of aromatic groups on both reactants (silane and alkyne) reverses the effect of confinement and favours the formation of the Z isomer due to enhanced interactions between aromatic groups in the cis-orientation with the internal graphitic step-edges of GNF. The importance of π-π interactions is confirmed by studying transformations of aliphatic reactants that show no measurable changes in regioselectivity upon confinement in carbon nanoreactors. Nanoscale reaction vessels: Carbon nanoreactors are prepared by encapsulating catalytic Rh or RhPt nanoparticles in hollow graphitised nanofibres. Inside the nanoreactors, the pathways of the hydrosilylation reactions differ from those on the surface of nanofibres or in the bulk phase (see scheme). Copyright

Highly selective dehydrogenative silylation of alkenes catalyzed by rhenium complexes

Rhenium(I) complexes of type [ReBr2(L)(NO)(PR3) 2] (L = H2 (1), CH3CN (2), and ethylene (3); R = iPr (a) and cyclohexyl (Cy; b)) catalyze dehydrogenative silylation of alkenes in a highly selective ma

Dehydrogenative silylation of terminal alkynes by iridium catalyst

Dehydrogenative silylation of terminal alkynes with hydrosilanes proceeds in the presence of iridium catalyst to afford the corresponding silylacetylenes. When phenylacetylene and triethylsilane were heated in dry DME in the presence of Ir4(CO)12-PPh3, (2-phenylethynyl)triethylsilane was obtained in 96% yield with little of hydrosilylated products. The present method is applicable for a variety of terminal alkynes and hydrosilanes to give the corresponding silylacetylenes in good yields with high selectivities. (C) 2000 Elsevier Science Ltd.

Single-Operation Synthesis of Vinylsilanes from Alkenes and Hydrosilanes with the Aid of Ru3(CO)12

Alkenes (RCH=CH2, where R = C6H5, p-CH3C6H4, p-CH3OC6H4, p-ClC6H4, 2-naphthyl, (CH3)3C, Me3SiO(CH3)2C, n-C4H9O, and Et3Si) with HSiEt3 with Ru3(CO)12 as a catalyst gave corresponding vinylsilanes (1, 6-13) without formation of simple addition products.Hydrosilanes such as HSiMe3, HSiEt2Me, HSiPhMe2, and HSi(OEt)3 also yielded vinylsilanes.Alkenes having a hydrogen atom at the allylic position (1-hexene, allylbenzene, 3-phenoxyprop-1-ene, vinylcyclohexane, β-methylstyrene, α-methylstyrene, 2-hexene) formed mixtures of vinylsilanes and allylsilanes.The ratio of vinylsilane 16 to allylsilane 17 decreased with an increase in temperature and with time.Substituted styrenes with a hydrosilane in the presence of 1-hexene gave vinylsilanes 1 and 6-8 in good yields based on the styrenes along with n-hexane.