125553-75-5

Upstream product

• 98-01-1 furfural 
• 766-77-8 Dimethylphenylsilane 
• 98-00-0 (2-furyl)methyl alcohol 

Relevant academic research and scientific papers

Organosilane oxidation with a half million turnover number using fibrous nanosilica supported ultrasmall nanoparticles and pseudo-single atoms of gold

The combination of ultrasmall nanoparticles and pseudo-single atoms of gold (Au) and fibrous nanosilica (KCC-1) functionalized with 3-aminopropyltriethoxysilane (APTS) enabled the design of KCC-1-APTS/Au nanocatalysts with very high turnover numbers (TONs). KCC-1-APTS/Au catalysed the oxidation of organosilanes to silanols, with a TON of approximately half a million (591000 for dimethylphenyl silane as a model substrate). Additionally, the figure-of-merit (FOM), which provides an integrated view of the rate of the reaction, the energy required, the reaction scale and the recyclability of the catalysts, was 633 mmol h-1 K-1. KCC-1-APTS/Au also catalysed two additional challenging reactions, the alcoholysis of silane and the hydrosilylation of aldehydes, with very high TONs. These characteristics make KCC-1-APTS/Au a versatile nanocatalyst.

Cationic rhenium(iii) complexes: synthesis, characterization, and reactivity for hydrosilylation of aldehydes

A series of novel cationic Re(iii) complexes [(DAAm)Re(CO)(NCCH3)2][X] [DAAm = N,N-bis(2-arylaminoethyl)methylamine; aryl = C6F5 (a), Mes (b)] [X = OTf (2), BArF4 [BArF4 = tetrakis[3,5-(trifluoromethyl)phenyl]borate] (3), BF4 (4), PF6 (5)], and their analogue [(DAmA)Re(CO)(Cl)2] [DAmA = N,N-bis(2-arylamineethyl)methylamino; aryl = C6F5] (6) were synthesized. The catalytic efficiency for the hydrosilylation reaction of aldehydes using 4a (0.03 mol%) has been demonstrated to be significantly more active than rhenium catalysts previously reported in the literature. The data suggest that electron-withdrawing substituents at the diamido amine ligand increase the catalytic efficiency of the complexes. Excellent yields were achieved at ambient temperature under neat conditions using dimethylphenylsilane. The reaction affords TONs of up to 9200 and a TOF of up to 126 h-1. Kinetic and mechanistic studies were performed, and the data suggest that the reaction is via a non-hydride ionic hydrosilylation mechanism.

HYDROXIDE-CATALYZED FORMATION OF SILICON-OXYGEN BONDS BY DEHYDROGENATIVE COUPLING OF HYDROSILANES AND ALCOHOLS

The present disclosure is directed to methods for dehydrogenatively coupled hydrosilanes and alcohols, the methods comprising contacting an organic substrate having at least one organic alcohol moiety with a mixture of at least one hydrosilane and sodium and/or potassium hydroxide, the contacting resulting in the formation of a dehydrogenatively coupled silyl ether. The disclosure further described associated compositions and methods of using the formed products.

Sodium Hydroxide Catalyzed Dehydrocoupling of Alcohols with Hydrosilanes

An O-Si bond construction protocol employing abundantly available and inexpensive NaOH as the catalyst is described. The method enables the cross-dehydrogenative coupling of an alcohol and hydrosilane to directly generate the corresponding silyl ether under mild conditions and without the production of stoichiometric salt byproducts. The scope of both coupling partners is excellent, positioning the method for use in complex molecule and materials science applications. A novel Si-based cross-coupling reagent is also reported.

Homobimetallic rhodium NHC complexes as versatile catalysts for hydrosilylation of a multitude of substrates in the presence of ambient air

Two recently reported air- and water-stable di-Rh complexes based on 1,3-bis(3′-butylbenzimidazol-2′-ylidene)benzene were utilized as catalysts for hydrosilylation. Among the substrates investigated were aldehydes, ketones, α,β-unsaturated carbonyls, acyl chlorides, nitriles, alkenes, nitro groups, isocyanates, and tertiary amides. Additionally, carbon dioxide underwent hydrosilylation to produce dimethylphenylsilylformate. The catalysts compared well to other previously reported hydrosilylation catalysts, and the Rh-Cl catalyst was found to be faster and more selective than the Rh-I complex in each case.

Hydrosilylation of carbonyl compounds catalysed by alkali metal fluorides in the presence of crown ethers

Hydrosilylation of the C=O bond with dimethylphenylsilane proceeds readily in low-polarity solvents (dichloromethane, benzene, THF) in the presence of the catalytic pair MF/18-crown-6 (M = Cs, Rb, K), with caesium and rubidium fluorides being the most act

Fluoride ion-induced hydrosilylation of aldehydes and ketones under phase-transfer conditions

The hydrosilylation of aldehydes and ketones with dimethylphenylsilane occurs readily in dichloromethane at room temperature in the presence of catalytic amounts of caesium fluoride and 18-crown-6 to afford silyl ethers of the corresponding aryl and hetar