14629-62-0

Upstream product

• 60-12-8 2-phenylethanol 
• 89597-33-1 (E)-1-methoxy-1-(triethylsiloxy)propene 
• 617-86-7 triethylsilane 
• 101-97-3 Ethyl 2-phenylethanoate 
• 3558-60-9 1-methoxy-2-phenylethane 
• 18406-24-1 1-(triethylsilyloxy)-4-methoxybenzene 
• 18296-01-0 triethylsilyl formate 
• 4249-72-3 2-phenoxy-1-phenylethanol 
• 96-09-3 styrene oxide 
• 994-30-9 triethylsilyl chloride 
• 1112-54-5 vinyltriethylsilane 
• 55453-17-3 triethyl((1-methoxy-2-methylprop-1-en-1-yl)oxy)silane 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 103-45-7 acetic acid phenethyl ester 
• 60-12-8 2-phenylethanol 
• 100-41-4 ethylbenzene 
• 1861-04-7 2-deuterioethylbenzene 

Relevant academic research and scientific papers

Mechanism of the dehydrogenative silylation of alcohols catalyzed by cationic gold complexes: An experimental and theoretical study

The catalytic activity both of cationic [(XDPP)Au][X] (XDPP=bis-2,5- diphenylphosphole xantphos X=BF4) and of the isolated gold hydride complex [(XDPP)2Au2H][OTf] in the dehydrogenative silylation process is presented. A p

Chemoselective Deoxygenation of 2° Benzylic Alcohols through a Sequence of Formylation and B(C6F5)3-Catalyzed Reduction

A sequence of formylation and B(C6F5)3-catalyzed reduction of the resulting formate with Et3SiH enables the chemoselective deoxygenation of secondary benzylic alcohols. Primary benzylic and tertiary non-benzylic alcohols are not reduced by this protocol. The formyl group fulfills a double role as activator and self-sacrificing protecting group. The deoxygenation of these formates is fast and can be carried out in the presence of other potentially reducible groups. Neighboring-group participation was found in the deoxygenation of certain diol motifs.

Cationic Dirhodium Complexes Bridged by 2-Phosphinopyridines Having an Exquisitely Positioned Axial Shielding Group: A Molecular Design for Enhancing the Catalytic Activity of the Dirhodium Core

This report describes a strategy to create highly electrophilic dirhodium catalysts. The electrophilicity of lantern-Type dirhodium complexes is generally decreased by the coordination of a ligand to the axial site, which often causes a reduction in the catalytic activity. We designed and synthesized a series of cationic dirhodium complexes bridged by 2-diarylphosphinopyridines having a bulky 2,4,6-Triisopropylphenyl (Tip) group that can prevent the attack of external molecules to the closest axial site. Theoretical calculations indicated that the Tip group weakly interacts with the axial site but hardly reduces the electrophilicity of the dirhodium core. The complexes served as excellent catalyst precursors for the dehydrogenative silylation of alcohols using hydrosilanes under mild conditions and a low metal loading, producing the silyl ethers in higher yields in comparison to conventional dirhodium complexes.

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.

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

Pt-catalyzed O-silylation of oximes by tri-substituted organosilanes

Silylated derivatives of oximes are important intermediates in organic synthesis, and have found application in the preparation of various nitrogen containing compounds including nitriles, amines, nitrones, and hydroxylamines. An efficient method for the

Controlling Sugar Deoxygenation Products from Biomass by Choice of Fluoroarylborane Catalyst

The feedstocks from biomass are defined and limited by nature, but through the choice of catalyst, one may change the deoxygenation outcome. We report divergent but selective deoxygenation of sugars with triethylsilane (TESH) and two fluoroarylborane catalysts, B(C6F5)3 and B(3,5-CF3)2C6H3)3 (BAr3,5-CF3). To illustrate, persilylated 2-deoxyglucose shows exocyclic C-O bond cleavage/reduction with the less sterically congested BAr3,5-CF3, whereas endocyclic C-O bond cleavage/reduction predominates with the more Lewis acidic B(C6F5)3. Chiral furans and linear polyols can be selectively synthesized depending on the catalysts. Mechanistic studies demonstrate that the resting states of these catalysts are different.

N-Heterocyclic Olefin Catalyzed Silylation and Hydrosilylation Reactions of Hydroxyl and Carbonyl Compounds

N-Heterocyclic olefins (NHOs), the alkylidene derivatives of N-heterocyclic carbenes (NHCs), have recently emerged as a new family of promising organocatalysts with strong nucleophilicity and Br?nsted basicity. The development of a novel method is shown using NHOs as efficient promoters for the direct dehydrogenative silylation of alcohols or hydrosilylation of carbonyl compounds. Preliminary results of the first NHO-promoted asymmetric synthesis are also discussed.

Metal-Free Ammonium Iodide Catalyzed Oxidative Dehydrocoupling of Silanes with Alcohols

An ammonium iodide catalyzed direct oxidative coupling of silanes with alcohols to give various alkoxysilane derivatives was discovered. tert -Butyl hydroperoxide proved to be an efficient oxidant for this transformation. Attractive features of this protocol include its transition-metal-free nature and the mild reaction conditions.

Silylation of O-H bonds by catalytic dehydrogenative and decarboxylative coupling of alcohols with silyl formates

The silylation of O-H bonds is a useful methodology in organic synthesis and materials science. While this transformation is commonly achieved by reacting alcohols with reactive chlorosilanes or hydrosilanes, we show herein for the first time that silylformates HCO2SiR3 are efficient silylating agents for alcohols, in the presence of a ruthenium molecular catalyst.