57586-16-0

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• 617-86-7 triethylsilane 
• 94-08-6 4-methylbenzoic acid ethyl ester 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 104-87-0 4-methyl-benzaldehyde 
• 108-88-3 toluene 
• 99-94-5 p-Toluic acid 

Relevant academic research and scientific papers

Use of Silylated Formiates as Hydrosilane Equivalents

The present invention relates to a method for preparing organic compounds of formula (I) by reaction between a silylated formiate of formula (II) and an organic compound in the presence of a catalyst and optionally of an additive. The invention also relates to use of the method for preparing organic compounds of formula (I) for the preparation of reagents for fine chemistry and for heavy chemistry, as well as in the production of vitamins, pharmaceutical products, adhesives, acrylic fibres, synthetic leathers, and pesticides.

Electrophilic Organobismuth Dication Catalyzes Carbonyl Hydrosilylation

Bismuth compounds are gaining importance as potential alternatives to transition-metal complexes and electron deficient lighter p-block compounds in homogeneous catalysis. Computational analysis on the two-coordinate [(Me2NC6H4)Bi]2+ possessing three electrophilic sites is experimentally evidenced by the isolation of [{Me2NC6H4}Bi{OP(NMe2)3}3][B(3,5-C6H3Cl2)4]2. These observations led us to generate dicationic organobismuth catalyst, [(Me2NC6H4)Bi(L)3]2+ (L=aldehyde/ketone), evidenced by NMR spectroscopy in solution and by single-crystal X-ray diffraction in the solid state. It efficiently catalyzes hydrosilylation of aldehydes and ketones resulting in silyl ethers as the only products in high yields. Our investigations support a carbonyl activation mechanism at the bismuth center followed by Si?H addition.

Hydrosilylation of Carbonyls Catalyzed by Hydridoborenium Borate Salts: Lewis Acid Activation and Anion Mediated Pathways

The electronically unsaturated three-coordinated hydridoborenium cations [LBH]+[HB(C6F5)3]-(1) and [LBH]+[B(C6F5)4]-(2), supported by a bis(phosphinimino)amide ligand, were found to be excellent catalysts for hydrosilylation of a range of aliphatic and ar

Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability

Previously described Lewis superacids are moisture sensitive and predominantly hard in character—features that severely limit their widespread use in orbital-controlled reactions and under non-inert conditions. Described here are adducts of bis(perchlorocatecholato)germane, the first hard and soft Lewis superacid based on germanium. Remarkably, the synthesis of this compound is performed in water, and the obtained H2O adduct constitutes a strong Br?nsted acid. If applied as an adduct with aprotic donors, it displays excellent activity in a diverse set of Lewis acid catalyzed transformations, covering hydrosilylation, hydrodefluorination, transfer hydrogenation, and carbonyl–olefin metathesis. Given the very straightforward synthetic access from two commercially available precursors, the unlimited water stability and the soft Lewis acidic character, it promotes the transfer of Lewis superacidity into organic synthesis and materials science.

Carbonyl and olefin hydrosilylation mediated by an air-stable phosphorus(iii) dication under mild conditions

The readily-accessible, air-stable Lewis acid [(terpy)PPh][B(C6F5)4]21 is shown to mediate the hydrosilylation of aldehydes, ketones, and olefins. The utility and mechanism of these hydrosilylations are considered.

A Versatile Iridium(III) Metallacycle Catalyst for the Effective Hydrosilylation of Carbonyl and Carboxylic Acid Derivatives

A versatile iridium(III) metallacycle catalysed rapidly and selectively the reduction of a large array of challenging esters and carboxylic acids as well as various ketones and aldehydes. The reactions proceeded in high yields at room temperature by hydrosilylation followed by desilylation. Although the reactions of various aldehydes and ketones resulted exclusively in alcohols, the hydrosilylation of esters led to alcohols or ethers, depending on the type of substrate. Regarding the carboxylic acids, again the nature of the reagent controlled the outcome of the hydrosilylation reaction, either alcohols or aldehydes being formed.

Iridacycles as Catalysts for the Autotandem Conversion of Nitriles into Amines by Hydrosilylation: Experimental Investigation and Scope

The set of iridacycles [{C,N}Cp?IrIII-Cl] ({C,N} = benzo[h]quinoline, dibenzo[f,h]quinoline) containing the (pentamethylcyclopentadienyl)iridium(III) unit were synthesized and derivatized into cations [{C,N}Cp?Ir-NCMe]+ associated wi

Alkylfluorenyl substituted N-heterocyclic carbenes in copper(i) catalysed hydrosilylation of aldehydes and ketones

Copper(i) complexes featuring N-heterocyclic carbenes (NHCs) in which the nitrogen atoms are substituted by a 9-ethyl-9-fluorenyl group (EF) have been synthesised and tested in the hydrosylilation of functionalized and/or sterically demanding ketones and aldehydes. These reactions, carried out with triethylsilane as hydride source, were best achieved with the imidazolylidene copper complex 2d in which the EF substituents can freely rotate about the corresponding N-CEF bonds. The remarkable stability of the active species, which surpasses that of previously reported Cu-NHC catalysts is likely to rely on the ability of the NHC side arms to protect the copper centre during the catalytic cycle by forming sandwich-like intermediates, but also on its steric flexibility facilitating approach of encumbered substrates. TONs up to 1000 were reached.

Ruthenium catalyzed selective hydrosilylation of aldehydes

A chemoselective hydrosilylation method for aldehydes is developed using a ruthenium catalyst [(Ru(p-cymene)Cl2)2] and triethylsilane; a mono hydride bridged dinuclear complex [{(η6-p- cymene)RuCl}2(μ-H-μ-Cl)] a

Efficient hydrosilylation of carbonyl compounds by 1,1,3,3-tetramethyldisiloxane catalyzed by Au/TiO2

1,1,3,3-Tetramethyldisiloxane (TMDS) is a highly reactive reducing reagent in the Au/TiO2-catalyzed hydrosilylation of carbonyl compounds relative to monohydrosilanes. The reduction of aldehydes or ketones with TMDS can be performed on many occ