65335-82-2

Upstream product

• 766-77-8 Dimethylphenylsilane 
• 108-94-1 cyclohexanone 
• 147752-76-9 6-bromohexanoyl dimethylphenyl silane 
• 108-93-0 cyclohexanol 
• 174710-92-0 [1,3]Dithian-2-yl-dimethyl-phenyl-silane 
• 922-67-8 propynoic acid methyl ester 
• 100-51-6 benzyl alcohol 
• 776-76-1 methyldiphenylsilane 
• 709-83-1 2-(cyclohexyloxy)tetrahydro-2H-pyran 
• 149-74-6 dichloromethylphenylsilane 

Relevant academic research and scientific papers

Photocatalyzed cross-dehydrogenative coupling of silanes with alcohols and water

An efficient method for the dehydrogenative coupling of silanes with alcohols under photocatalysis was developed. The reaction proceeded in the presence of Ru(bpy)3Cl2(0.5 mol%) under visible light irradiation in acetonitrile at room temperature. The developed methodology was also applicable for the synthesis of silanols using water as a coupling partner.

Phosphirenium ions as masked phosphenium Catalysts: Mechanistic evaluation and application in synthesis

The utilization of phosphirenium ions is presented; optimized and broadened three-membered ring construction is described together with the use of these ions as efficient pre-catalysts for metal-free carbonyl reduction with silanes. Full characterization of the phosphirenium ions is presented, and initial experimental and computational mechanistic studies indicate that these act as a "masked phosphenium"source that is accessed via ring opening. Catalysis proceeds via associative transfer of {Ph2P+} to a carbonyl nucleophile, Ha'SiR3 bond addition over the C=O group, and associative displacement of the product by a further equivalent of the carbonyl substrate, which completes the catalytic cycle. A competing off-cycle process leading to vinyl phosphine formation is detailed for the hydrosilylation of benzophenone for which an inverse order in [silane] is observed. Experimentally, the formation of side products, including off-cycle vinyl phosphine, is favored by electrondonating substituents on the phosphirenium cation, while catalytic hydrosilylation is promoted by electron-withdrawing substituents. These observations are rationalized in parallel computational studies.

Study of CoCu Alloy Nanoparticles Supported on MOF-Derived Carbon for Hydrosilylation of Ketones

Abstract: Carbonized zeolitic imidazolate frameworks (ZIFs) show potential as mesoporous heterogeneous catalysts with high metal loadings. ZIF-67 and ZIF-8 were used to create mono- and bimetallic CoCu particles supported on nitrogen-doped carbon via self

Re-Silane complexes as frustrated lewis pairs for catalytic hydrosilylation

A pathway for the catalytic hydrosilylation of carbonyl substrates with M(C6F5)3 (M = B, Al and Ga) was calculated by DFT (B3PW91-D3) and it was shown that in the case of the Al reagent, the carbonyl substrate binds irreversibly and inhibits catalysis by

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.

Metal-Organic Frameworks Stabilize Mono(phosphine)-Metal Complexes for Broad-Scope Catalytic Reactions

Mono(phosphine)-M (M-PR3; M = Rh and Ir) complexes selectively prepared by postsynthetic metalation of a porous triarylphosphine-based metal-organic framework (MOF) exhibited excellent activity in the hydrosilylation of ketones and alkenes, the hydrogenation of alkenes, and the C-H borylation of arenes. The recyclable and reusable MOF catalysts significantly outperformed their homogeneous counterparts, presumably via stabilizing M-PR3 intermediates by preventing deleterious disproportionation reactions/ligand exchanges in the catalytic cycles.

N-Methylacridinium Salts: Carbon Lewis Acids in Frustrated Lewis Pairs for σ-Bond Activation and Catalytic Reductions

N-methylacridinium salts are Lewis acids with high hydride ion affinity but low oxophilicity. The cation forms a Lewis adduct with 4-(N,N-dimethylamino)pyridine but a frustrated Lewis pair (FLP) with the weaker base 2,6-lutidine which activates H2, even in the presence of H2O. Anion effects dominate reactivity, with both solubility and rate of H2 cleavage showing marked anion dependency. With the optimal anion, a N-methylacridinium salt catalyzes the reductive transfer hydrogenation and hydrosilylation of aldimines through amine-boranes and silanes, respectively. Furthermore, the same salt is active for the catalytic dehydrosilylation of alcohols (primary, secondary, tertiary, and ArOH) by silanes with no observable over-reduction to the alkanes.

One-step chemoselective conversion of tetrahydropyranyl ethers to silyl-protected alcohols

Aluminium trichloride catalyses the expeditious direct conversion of tetrahydropyranyl ethers to silyl ethers. This one-step transformation is chemoselective versus deprotection of the acetal and hydrosilylation of unsaturated carbon-carbon bonds, and can also be applied to linear acetals. A possible mechanism is tentatively proposed. This journal is the Partner Organisations 2014.

Highly efficient etherification of silanes by using a gold nanoparticle catalyst: Remarkable effect of O2

O2 is acting! A nanosized hydroxylapatite-supported Au nanoparticle (NP) catalyst exhibited high activity under aerobic conditions, and various silyl ethers could be obtained from diverse combinations of silanes with alcohols. Moreover, O2 was found to act not as a stoichiometric oxidizing reagent, but as a non-consumed promoter, significantly boosting the catalytic activity of AuNPs (see figure). Copyright

Base-free dehydrogenative coupling of enolizable carbonyl compounds with silanes

A dehydrogenative coupling between enolizable carbonyl compounds and equimolar amounts of triorganosilanes catalyzed by a tethered ruthenium complex with a Ru-S bond is reported. The complex is assumed to fulfill a dual role by activating the Si-H bond to release a silicon electrophile and by abstracting an α-proton from the intermediate silylcarboxonium ion, only liberating dihydrogen as the sole byproduct. Reaction rates are exceedingly high at room temperature with very low loadings of the ruthenium catalyst.