804-83-1

Basic information

• Product Name: Silane, triphenyl(1-phenylethenyl)-
• CAS NO: 804-83-1
• Molecular Formula: C26H22Si
• Molecular Weight: 362.546
• Mol File: 804-83-1.mol

Chemical Properties

• CAS DataBase Reference: Silane, triphenyl(1-phenylethenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, triphenyl(1-phenylethenyl)-(804-83-1)
• EPA Substance Registry System: Silane, triphenyl(1-phenylethenyl)-(804-83-1)

Safety Data

• Hazardous Substances Data: 804-83-1(Hazardous Substances Data)

Upstream product

• 18758-49-1 1-phenyl-1-triphenylsilanyl-ethanol 
• 536-74-3 phenylacetylene 
• 789-25-3 HSiPh₃ 
• 18666-55-2 (1,2-epoxyethyl)triphenylsilane 
• 591-51-5 phenyllithium 
• 109-53-5 isobutyl vinyl ether 
• 79841-57-9 thiobenzoyltriphenylsilane 
• 111-34-2 -butyl vinyl ether 
• 18666-68-7 vinyltriphenylsilane 

Downstream Products

• 103-30-0 (E)-1,2-diphenyl-ethene 

Relevant articles and documents

Markovnikov Hydrosilylation of Alkynes with Tertiary Silanes Catalyzed by Dinuclear Cobalt Carbonyl Complexes with NHC Ligation

Metal-catalyzed hydrosilylation of alkynes is an ideal atom-economic method to prepare vinylsilanes that are useful reagents in the organic synthesis and silicone industry. Although great success has been made in the preparation of β-vinylsilanes by metal-catalyzed hydrosilylation reactions of alkynes, reported metal-catalyzed reactions for the synthesis of α-vinylsilanes suffer from narrow substrate scope and/or poor selectivity. Herein, we present selective Markovnikov hydrosilylation reactions of terminal alkynes with tertiary silanes using a dicobalt carbonyl N-heterocyclic carbene (NHC) complex [(IPr)2Co2(CO)6] (IPr = 1,3-di(2,6-diisopropylphenyl)imidazol-2-ylidene) as catalyst. This cobalt catalyst effects the hydrosilylation of both alkyl- and aryl-substituted terminal alkynes with a variety of tertiary silanes with good functional group compatibility, furnishing α-vinylsilanes with high yields and high α/β selectivity. Mechanistic study revealed that the stoichiometric reactions of [(IPr)2Co2(CO)6] with PhCCH and HSiEt3 can furnish the dinuclear cobalt alkyne and mononuclear cobalt silyl complexes [(IPr)(CO)2Co(μ-ν2:ν2-HCCPh)Co(CO)3], [(IPr)(CO)2Co(μ- ν2:ν2-HCCPh)Co(CO)2(IPr)], and [(IPr)Co(CO)3(SiEt3)], respectively. Both dicobalt bridging alkyne complexes can react with HSiEt3 to yield α-triethylsilyl styrene and effect the catalytic Markovnikov hydrosilylation reaction. However, the mono(NHC) dicobalt complex [(IPr)(CO)2Co(μ- ν2:ν2-HCCPh)Co(CO)3] exhibits higher catalytic activity over the di(NHC)-dicobalt complexes. The cobalt silyl complex [(IPr)Co(CO)3(SiEt3)] is ineffective in catalyzing the hydrosilylation reaction. Deuterium labeling experiments with PhCCD and DSiEt3 indicates the syn-addition nature of the hydrosilylation reaction. The absence of deuterium scrambling in the hydrosilylation products formed from the catalytic reaction of PhCCH with a mixture of DSiEt3 and HSi(OEt)3 hints that mononuclear cobalt species are less likely the in-cycle species. These observations, in addition to the evident of nonsymmetric Co2C2-butterfly core in the structure of [(IPr)(CO)2Co(μ- ν2:ν2-HCCPh)Co(CO)3], point out that mono(IPr)-dicobalt species are the genuine catalysts for the cobalt-catalyzed hydrosilylation reaction and that the high α selectivity of the catalytic system originates from the joint play of the dicobalt carbonyl species to coordinate alkynes in the Co(μ- ν2:ν2-HCCR′)Co mode and the steric demanding nature of IPr ligand.

Dichloro(ethylenediamine)platinum(II), a water-soluble analog of the antitumor cisplatin, as a heterogeneous catalyst for a stereoselective hydrosilylation of alkynes under neat conditions

A stereoselective method for the hydrosilylation of internal and terminal alkynes under heterogeneous catalysis by dichloro(ethylenediamine)platinum(II) is discussed. This commercially available platinum complex operates under neat conditions at 90 °C, pr

Hydrosilylation of alkynes catalysed by platinum on titania

The heterogeneous hydrosilylation of alkynes catalysed by platinum on titania is reported. A variety of hydrosilanes react with both terminal and internal alkynes to furnish the corresponding vinyl silanes in high yields and short reaction times as well as in a regio- and stereoselective manner. The catalyst can be easily recovered and reused in several consecutive cycles.

Platinum(ii) complexes with polydentate N-heterocyclic carbenes: Synthesis, structural characterization and hydrosilylation catalysis

The platinum(ii) complexes of multidentate N-heterocyclic carbenes, [Pt(L1)2Cl](PF6) (1, L1 = N-methyl-N-(2-pyrimidinyl) imidazolylidene), [Pt(L2)Cl](PF6) (2, L2 = N-butyl-N-(1,10- phenanthrolin-2-yl)imidazolylidene), [PtL

Tri(t-butyl)phosphine-assisted selective hydrosilylation of terminal alkynes

A highly efficient and regio-/stereoselective method of hydrosilylating terminal alkynes was developed using Pt(DVDS)-tri(t-butyl)phosphine catalyst system at room temperature. Trans-products or alpha-products were obtained almost exclusively depending on

Gold-film-catalysed hydrosilylation of alkynes by microwave-assisted, continuous-flow organic synthesis (MACOS)

Thin gold films on the surface of glass capillaries have proven to be highly active catalysts for the rapid hydrosilylation of alkynes that are flowed through the reactor while being heated by microwave irradiation. The films are able to be reused at least five times with no loss of activity and with no detectable levels of gold showing up in the hydrosilylated products.

Olefin ring closing metathesis and hydrosilylation reaction in aqueous medium by grubbs second generation ruthenium catalyst

(Chemical Equation Presented) The Grubbs second generation ruthenium catalyst was shown to catalyze various olefin ring closing metathesis and hydrosilylation reactions in aqueous medium. Reactions proceeded in pure water without any additives or cosolvents, in a short period of time. We found that inhomogeneity of the reaction mixture does not prevent high conversion (70-95%) of the products in both reactions.

The activity of Pt/SiO2 catalysts obtained by the sol-gel method in the hydrosilylation of 1-alkynes

Heterogeneous platinum catalysts (Pt/SiO2) obtained by the sol-gel process at pH 3 and 9 have been used in the hydrosilylation reaction of 1-alkynes using various silanes. Once the catalysts were activated they were used in the hydrosilylation

Efficient Pd(O)-catalyzed hydrosilylation of alkynes with triorganosilanes

An electron-rich Pd(0) complex, a Pd2(dba)3·CHCl3- tricyclohexylphosphine combination catalyzes highly efficient hydrosilylation of alkynes at room temperature with Ph3SiH or Ph2MeSiH without solvents

Metal supported catalysts obtained by sol-gel in the hydrosilylation of phenylacetylene with R3SiH organosilanes (R3 = Ph3, Ph2Me, and PhMe2)

The hydrosilylation reaction of phenylacetylene, generated on the surface of solid catalysts (such as Pt and Ru) supported on inorganic matrices such as MgO obtained by the sol-gel process, yields vinylsilanes as the main products. The products' distribut