99542-59-3

Upstream product

• 766-77-8 Dimethylphenylsilane 
• 2923-28-6 silver trifluoromethanesulfonate 
• 630-19-3 pivalaldehyde 
• 529-20-4 2-methylphenyl aldehyde 
• 1123-56-4 2,6-dimethylbenzaldehyde 
• 768-33-2 phenyldimethylsilyl chloride 
• 14371-10-9 (E)-3-phenylpropenal 
• 99542-58-2 (methylphenylsilyl)methyl trifluoromethanesulfonate 
• 83515-02-0 (Hydroxymethyl)methylphenylsilan 
• 100-52-7 benzaldehyde 
• 3457-45-2 p-formylacetophenone 
• 110-62-3 pentanal 
• 1493-13-6 trifluorormethanesulfonic acid 
• 778-24-5 Dimethyldiphenylsilane 

Downstream Products

• 443988-50-9 benzyl 2-dimethyl(phenyl)silyl-2-diazoacetate 
• 27607-78-9 bis(trifluoromethanesulfonyloxy)dimethylsilane 

Relevant academic research and scientific papers

Silver-catalyzed hydrosilylation of aldehydes

Silver triflate, either alone or in the presence of an appropriate phosphine or NHC ligand, has been shown to catalyze the chemoselective hydrosilylation of aromatic and aliphatic aldehydes to yield silyl ethers, thus representing the first systematic app

Processes for the production of 13-ether derivatives of milbemycins, and intermediates therefor

An intermediate useful in the synthesis of milbemycin derivatives having an ether bond at the 13-position and which is represented by the general formula (IIId): STR1 wherein R represents a methyl group, an ethyl group, an isopropyl group or a sec-butyl g

Esters of (Hydroxymethyl)diorganylsilanes: Synthesis and Thermally Induced Rearrangement

Twenty silanes of the type R1R2Si(H)CH3OR3 (A) were synthesized 1,R2 = Me, Ph, 1-naphthyl, PhCH2, Me3SiCH2; OR3 = OC(O)Me, OC(O)CF3, OS(O)CF3, OP(O)Ph2, OC(O)Cl> and studied for their thermal behaviour.The silanes A undergo a thermally induced rearrangement to give the corresponding silanes R1R2Si(OR3)Me (B).For compounds with OR3 = OC(O)Cl, an additional decarboxylation takes place to yield the chlorosilanes R1R2Si(Cl)Me.Except for the derivatives with OR3 = OC(O)Cl, the energetic (reaction enthalpy) and kinetic data (reaction order, frequency factor, enthalpy and entropy of activation) of these reactions were studied by means of differential scanning calorimetry (DSC).In addition the kinetics of all reactions were investigated by 1H-NMR spectroscopy.The transition state of the rearrangement was investigated by an ab initio study based on the model compound H3SiCH2OC(O)H MeH2SiOC(O)H>.The theoretical data and the experimentally obtained energetic and kinetic data are discussed in terms of mechanistic aspects of the rearrangement reaction A -> B.

Synthesis and reactions of silanes containing two triflate groups

1,2-Bis(trifluoromethanesulfonyloxy)tetramethyldisilane (1) and dimethylsilylbis(trifluoromethanesulfonate) (2) have been prepared via displacement of phenyl, chloro, and methyl groups in the corresponding mono- and di-silanes.Phenyl groups are displaced more rapidly than chloro and methyl groups.The unreacted groups are strongly deactivated by the presence of a triflate group at the same silicon atom.The deactivation is much weaker when a triflate group is present at the adjacent silicon atom.Alcohols and amines react more rapidly with ditriflates than with monotriflates.

A New in situ Preparation of Trimethylsilyl Trifluoromethanesulfonate by Thermally Induced Rearrangement

A new in situ preparation of trimethylsilyl trifluoromethanesulfonate (3) is described: 3 is generated by a thermally induced rearrangement of (dimethylsilyl)methyl trifluoromethanesulfonate (2), which can be prepared by reaction of (CH3)2Si(H)CH2OH (1) with (CF3SO2)2O.Starting with C6H5(CH3)Si(H)CH2OH (5), the derivative (methylphenylsilyl)methyl trifluoromethanesulfonate (6) can be obtained by a similar method.Its thermally induced rearrangement leads to dimethylphenylsilyl trifluoromethanesulfonate (7).The rearrangements 2 to 3 and 6 to 7 were found to be first-order reactions with half-lifes at 80 deg C of 0.75 and 1.7 h, respectively.