128756-74-1

Upstream product

• 588-73-8 (Z)-β-bromostyrene 
• 100-42-5 styrene 
• 661-68-7 1,2-difluoro-1,1,2,2-tetramethyl-disilane 
• 591-51-5 phenyllithium 
• 1125-26-4 dimethylphenylvinylsilane 
• 536-74-3 phenylacetylene 
• 356070-10-5 (2,6-dimethoxy-1-methylcyclohexa-2,5-dienyl)(dimethyl)phenylsilane 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 766-77-8 Dimethylphenylsilane 
• 768-33-2 phenyldimethylsilyl chloride 
• 1234935-78-4 (dimethyl(phenyl)silyl)zinc chloride 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 22034-19-1 deuterio(dimethyl)phenylsilane 
• 149-74-6 dichloromethylphenylsilane 

Downstream Products

• 139067-97-3 C₁₂H₁₄O₃ 

Relevant academic research and scientific papers

Cyclic (Alkyl)(amino)carbene Ligands Enable Cu-Catalyzed Markovnikov Protoboration and Protosilylation of Terminal Alkynes: A Versatile Portal to Functionalized Alkenes**

Regioselective hydrofunctionalization of alkynes represents a straightforward route to access alkenyl boronate and silane building blocks. In previously reported catalytic systems, high selectivity is achieved with a limited scope of substrates and/or rea

Palladium(0)-catalyzed regio- and stereoselective addition of heteroatom compounds bearing Si-Se, Ge-Se, and Si-Ge bonds to phenylacetylene

A novel palladium(0)-catalyzed addition of a silyl selenide (1, Me3SiSePh) to phenylacetylene proceeds regio- and stereoselectively to give (Z)-1-phenylseleno-2(trimethylsilyl)styrene (2). Similarly, a germyl selenide (3, Me3GeSePh) adds to phenylacetylene with excellent regio- and stereoselectivity.

Catalytic hydrosilylation of olefins and ketones by base metal complexes bearing a 2,2′:6′,2″-terpyridine ancillary ligand

The activities of [M(tpy)Br2] (M = Mn, Co, Ni, or Cu) for the hydrosilylation of olefins and ketones were investigated in the presence of NaBHEt3 as an activator. [Co(tpy)Br2] and [Ni(tpy)Br2] showed catalytic a

Platinum(II)-bis-(N-heterocyclic carbene) complexes: Synthesis, structure and catalytic activity in the hydrosilylation of alkenes

Chelating biscarbene ligands increase the stability of metal-organic catalyst systems. The catalytic activities of seven structurally different platinum(II)-bis-NHC-complexes in the hydrosilylation of alkenes have been investigated and compared with the c

Schiff Base Cobalt(II) Complex-Catalyzed Highly Markovnikov-Selective Hydrosilylation of Alkynes

A bench-stable cobalt(II) complex, with 3N-donor socket-type benzimidazole-imine-2H-imidazole ligand is reported as a precatalyst for regioselective hydrosilylation of terminal alkynes. Both aromatic and aliphatic alkynes could be effectively hydrosilylated with primary, secondary, and tertiary silane to give α-vinylsilanes in high yields with excellent Markovnikov selectivity and extensive functional-group tolerance. Catalyst loading varies within 0.5-0.05 mol %, which is one of the most efficient reported so far in the literature on cobalt-catalyzed alkyne hydrosilylation.

Alkenyl-functionalized NHC iridium-based catalysts for hydrosilylation

A family of alkenyl-functionalized N-heterocyclic-carbene-iridium(i) complexes has been synthesized, providing a series of mono-coordinated, bis-chelate and pincer alkenyl-NHC species. Olefin coordination is highly influenced by the nature of the substitu

Manganese-Catalyzed Dehydrogenative Silylation of Alkenes following Two Parallel Inner-Sphere Pathways

We report on an additive-free Mn(I)-catalyzed dehydrogenative silylation of terminal alkenes. The most active precatalyst is the bench-stable alkyl bisphosphine Mn(I) complex fac-[Mn(dippe)(CO)3(CH2CH2CH3)]. The catalytic process is initiated by migratory insertion of a CO ligand into the Mn-alkyl bond to yield an acyl intermediate which undergoes rapid Si-H bond cleavage of the silane HSiR3 forming the active 16e- Mn(I) silyl catalyst [Mn(dippe)(CO)2(SiR3)] together with liberated butanal. A broad variety of aromatic and aliphatic alkenes was efficiently and selectively converted into E-vinylsilanes and allylsilanes, respectively, at room temperature. Mechanistic insights are provided based on experimental data and DFT calculations revealing that two parallel reaction pathways are operative: an acceptorless reaction pathway involving dihydrogen release and a pathway requiring an alkene as sacrificial hydrogen acceptor.

Three-Component Ni-Catalyzed Silylacylation of Alkenes

A Ni-catalyzed silylacylation of alkenes is presented. The reaction combines alkenes, ClZnSiR3, and acid chlorides to provide rapid access to β-silyl ketones. Importantly, the method involves a [Ni]-SiR3 complex as a catalytic intermediate, which is rarely described for three-component alkene functionalization. Finally, the synthetic utility of the products is demonstrated, and the mechanistic details are described.

Cyclic metal(oid) clusters control platinum-catalysed hydrosilylation reactions: From soluble to zeolite and MOF catalysts

The Pt-catalysed addition of silanes to functional groups such as alkenes, alkynes, carbonyls and alcohols, i.e. the hydrosilylation reaction, is a fundamental transformation in industrial and academic chemistry, often claimed as the most important application of Pt catalysts in solution. However, the exact nature of the Pt active species and its mechanism of action is not well understood yet, particularly regarding regioselectivity. Here, experimental and computational studies together with an ad hoc graphical method show that the hydroaddition of alkynes proceeds through Pt-Si-H clusters of 3-5 atoms (metal(oid) association) in parts per million amounts (ppm), which decrease the energy of the transition state and direct the regioselectivity of the reaction. Based on these findings, new extremely-active (ppm) microporous solid catalysts for the hydrosilylation of alkynes, alkenes and alcohols have been developed, paving the way for more environmentally-benign industrial applications. This journal is

Nickel-Catalyzed Selective Cross-Coupling of Chlorosilanes with Organoaluminum Reagents

Nickel-catalyzed cross-coupling reactions of chlorosilanes with organoaluminum reagents were developed. An electron-rich Ni(0)/PCy3 complex was found to be an effective catalyst for the desired transformation. The reaction of dichlorosilanes 1 proceeded to give the corresponding monosubstituted products 2. Trichlorosilanes 4 underwent selective double substitution to furnish the corresponding monochlorosilanes 2. Overall, the selective synthesis of a series of alkylmonochlorosilanes 2 from di- and trichlorosilanes was achieved using the present catalytic systems.