35479-44-8

Upstream product

• 100-52-7 benzaldehyde 
• 4656-04-6 bis(trimethylsilyl)mercury 
• 75-77-4 chloro-trimethyl-silane 
• 1197040-29-1 phenyl isocyanate 
• 73296-31-8 phenyltellurotrimethylsilane 
• 383-63-1 ethyl trifluoroacetate, 
• 68433-34-1 (CO)5MnCH(C₆H₅)OSi(CH₃)3 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 

Downstream Products

• 579-43-1 (1S,2R)-1,2-diphenylethane-1,2-diol 
• 655-48-1 DL-1,2-diphenylethane-1,2-diol 
• 52340-78-0 (R,R)-hydroxybenzoin 
• 2325-10-2 (S,S)-hydrobenzoin 
• 492-70-6 1,2-diphenyl-1,2-ethanediol 

Relevant academic research and scientific papers

Reaction of (η2-arylaldehyde)nickel(0) complexes with Me3SiX (X=OTf, Cl). Application to catalytic reductive homocoupling reaction of arylaldehyde

Arylaldehydes can coordinate to nickel(0) in η2-fashion to give η2-arylaldehydenickel complexes, which react with Me3SiOTf or Me3SiCl to give η1:η1-siloxybenzylnickel or η3-silox

Facile synthesis of aromatic unsymmetrical fluorine-containing acyloins through the reductive trifluoroacetylation of benzaldehyde and transposition of the carbonyl group

The reductive coupling reaction between benzaldehyde and ethyl trifluoroacetate in the presence of magnesium and chlorotrimethylsilane in N-methyl-2-pyrrolidinone gave the acetal of the corresponding coupling compound in good yields. The yield of the coup

Diastereoselective intermolecular coupling of chiral α-imino amides with ketones by electroreduction

The electroreductive intermolecular coupling of chiral α-imino N,N-dialkylamides derived from (S)-α-amino N,N-dialkylamides and aromatic aldehydes with ketones in the presence of chlorotrimethylsilane and triethylamine gave β-amino alcohols with moderate to good (R)-stereoselectivity.

Palladium or platinum complex catalysed reactions of carbonyl and imine compounds with disilanes

The transition metal catalysed reactions of benzaldehydes and benzylideneamines with disilanes have been investigated. Palladium phosphine complexes catalyse the double silylation of the C=O bond in benzaldehydes and the C=N bond in benzylideneamines with

Reductive pinacol coupling of aromatic carbonyl compounds catalytic in chromium(II)

Reductive coupling of aromatic and heteroaromatic aldehydes and ketones bearing different functional groups to pinacols is effectively catalysed with 1-5 mol % of Cr(II) salts or chromocene in THF/DMF mixtures in the presence of manganese powder and trialkyl chlorosilanes. Excellent dl selectivity can be achieved albeit with lower yield using trialkylsilyl chlorides with bulky substituents.

Synthesis of Pinacol Silylethers from Aromatic Aldehydes via α-Siloxybenzyliron Complexes

Quantitative synthesis of pinacol ethers 4, 2 (X = H, Me, OMe or Cl) from the α-siloxybenzyliron complexes, 3 is reported.The iron dimer, 5 was the only other product which was reused for the reaction.

Reductive Coupling of Carbonyl Compounds with Zinc and Trimethylchlorosilane To Produce O-Silylated Pinacols. Effect of Ultrasonic Waves

Trimethylchlorosilane reacts with carbonyl compounds in the presence of zinc to give O-silylated pinacols, vicinal bis(trimethylsiloxy)alkanes, in good yields via reductive dimerization.This is very mild route to bis(siloxy)alkanes, which are easily converted to pinacols or pinacolones in excellent yields.Electron-donating groups accelerate coupling while electron-withdrawing groups have an inhibiting effect.Cross-coupling reactions yield a mixture of bis(siloxy)alkanes.Ultrasonic irradiations of these reactions increases the yields up to 50percent compared to stirring at the same temperature.

Reactions of (CO)5MnSi(CH3)3 with organic carbonyl compounds

Reactions of (CO)5MnSi(CH3)3 (1) with organic carbonyl compounds have been investigated as a means of developing new metal-carbon bond-forming reactions. Benzaldehyde and 1 react over 2 weeks at 5°C to give the silyloxyalkyl complex (CO)5MnCH(C6H5)OSi(CH3)3 (2) in 65-90% yield, depending upon conditions. Complex 2 undergoes rapid homolysis at 80°C to [(CO)5Mn]2 and the diastereomeric pinacol ethers [-CH(C6H5)OSi(CH3)3]2 (3a, 3b). Reactions of 1 with p-methoxybenzaldehyde and p-(dimethylamino)benzaldehyde are much faster but yield organometallic products which are much less stable toward homolysis. Compound 1 and butyraldehyde react to yield (CO)5MnH and the E and Z isomers (3:2 ratio) of butyraldehyde trimethylsilyl enol ether (8, 9). The isolation of (CO)5MnCOCH(n-C3H7)OSi(CH3) 3 (14) when this reaction is conducted under 10 atm of CO provides good evidence for the intermediacy of (CO)5MnCH(n-C3H7)OSi(CH3) 3. Acetone, cyclohexanone, and 2-methylcyclohexanone similarly react with 1 to yield (CO)5MnH and trimethylsilyl enol ethers. In the latter case, a mixture of regioisomers is formed which equilibrate due to the (CO)5MnH present. These reactions are suggested to proceed via rate-determining formation of ion pairs (CO)5Mn-+CR(R′)OSi(CH3)3. The thermodynamics and relevance of these reactions to catalytic hydrosilylation processes are discussed.