264189-27-7

Upstream product

• 622-97-9 1-ethenyl-4-methylbenzene 
• 766-77-8 Dimethylphenylsilane 
• 766-97-2 4-n-methylphenylacetylene 
• 1125-26-4 dimethylphenylvinylsilane 
• 768-33-2 phenyldimethylsilyl chloride 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 214907-11-6 4-methylstyrenylboronic acid 
• 31599-59-4 2-(diacetoxyiodo)toluene 

Relevant academic research and scientific papers

Caged Iridium Catalyst for Hydrosilylation of Alkynes with High Site Selectivity

The proximity and orientation of the reacting groups can be different in organic cages from in free solution, thus affecting the selectivity of the reaction. Herein, we reported a synthetic strategy to encapsulate iridium nanoparticles (Ir-NP@COP1-T) within organic cages in the homogeneous solution. Ir-NP@COP1-T showed good selectivity in the hydrosilylation reaction of alkynes. Our work provides a new perspective to the catalysis field by using soluble microporous cages as support for inorganic nano particles.

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.

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.].

Rh(I)/(III)-N-Heterocyclic Carbene Complexes: Effect of Steric Confinement Upon Immobilization on Regio- and Stereoselectivity in the Hydrosilylation of Alkynes

Rh(I) NHC and Rh(III) Cp* NHC complexes (Cp=pentamethylcyclopentadienyl, NHC=N-heterocyclic carbene=pyrid-2-ylimidazol-2-ylidene (Py?Im), thiophen-2-ylimidazol-2-ylidene) are presented. Selected catalysts were selectively immobilized inside the mesopores

Asymmetric Hydrosilylation of β-Silyl Styrenes Catalyzed by a Chiral Palladium Complex

A palladium complex coordinated with a chiral SIPHOS ligand was evaluated as an efficient catalyst for asymmetric hydrosilylation of β-silyl styrenes with trichlorosilane and 23 1,2-bis(silyl) chiral compounds were produced. Good to excellent enantioselec

Copper-Photocatalyzed Hydrosilylation of Alkynes and Alkenes under Continuous Flow

Herein, the photocatalytic hydrosilylation of alkynes and alkenes under continuous flow conditions is described. By using 0.2 mol % of the developed [Cu(dmp)(XantphosTEPD)]PF6 under blue LEDs irradiation, a large panel of alkenes and alkynes was hydrosilylated in good to excellent yields with a large functional group tolerance. The mechanism of the reaction was studied, and a plausible scenario was suggested.

A Platinum Molecular Complex Immobilised on the Surface of Graphene as Active Catalyst in Alkyne Hydrosilylation

A platinum complex bearing a N-heterocyclic carbene (NHC) ligand functionalised with a pyrene-tag is immobilised onto the surface of reduced graphene oxide (rGO). The hybrid material composed of an organometallic complex and a graphene derivative is ready

Copper-Catalyzed Cross-Coupling of Vinyliodonium Salts and Zinc-Based Silicon Nucleophiles

A silylation of vinyliodonium salts using zinc-based silicon reagents as nucleophiles is reported. This cross-coupling is catalyzed by copper, and vinylsilanes are obtained in high yield likely following a Cu(I)/Cu(III) reaction mechanism. The procedure i

A recyclable and reusable K2PtCl4/Xphos-SO3Na/PEG-400/H2O system for highly regio- and stereoselective hydrosilylation of terminal alkynes

K2PtCl4/Xphos-SO3Na in a mixture of poly(ethylene glycol) (PEG-400) and water is shown to be a highly regio- and stereoselective catalyst for the hydrosilylation of terminal alkynes with hydrosilanes. The reaction could be conducted under mild conditions, yielding a variety of functionalized β-(E)-vinylsilanes in good to excellent yields with a total β-(E)-selectivity. The isolation of the products is readily performed by extraction with cyclohexane and more importantly, both expensive K2PtCl4 and Xphos-SO3Na in a PEG-400/H2O system could be easily recycled and reused at least eight times without any loss of catalytic activity.

Highly selective hydrosilylation of olefins and acetylenes by platinum(0) complexes bearing bulky N-heterocyclic carbene ligands

Platinum complexes bearing bulky N-heterocyclic carbene (NHC) ligands, i.e., [Pt(IPr?)(dvtms)] (where, IPr? = 1,3-bis{2,6-bis(diphenylmethyl)-4-methylphenyl}imidazol-2-ylidene) and [Pt(IPr?OMe)(dvtms)] (where, IPr?OMe = 1,3-bis{2,6-bis(diphenylmethyl)-4-m