299964-01-5

Upstream product

• 766-77-8 Dimethylphenylsilane 
• 693-02-7 hex-1-yne 
• 201230-82-2 carbon monoxide 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 768-33-2 phenyldimethylsilyl chloride 
• 356070-10-5 (2,6-dimethoxy-1-methylcyclohexa-2,5-dienyl)(dimethyl)phenylsilane 

Downstream Products

• 1421150-58-4 C₁₄H₂₂OSi 

Relevant academic research and scientific papers

Synthesis of 2-cyano-1,4-cycloheptadiene derivatives via divinylcyclopropane rearrangement and alkylation of novel cycloheptadienyl anion species

An efficient synthetic method for 2-cyano-1,4-cycloheptadiene derivatives was developed on the basis of divinylcyclopropane rearrangement. The substrates were prepared from 2-vinylcyclopropanecarbonitrile and an α,β- epoxysilane through a Peterson olefination. The resulting 2-cyano-1,4- cycloheptadiene underwent deprotonation at the doubly allylic methylene group to afford a novel cycloheptadienyl anion, a useful intermediate for synthesizing polycyclic compounds.

Alkenyl-functionalized NHC iridium-based catalysts for hydrosilylation

A family of alkenyl-functionalized N-heterocyclic-carbene-iridium(i) complexes has been synthesized, providing a series of mono-coordinated, bis-chelate and pincer alkenyl-NHC species. Olefin coordination is highly influenced by the nature of the substitu

Silylated cyclohexadienes in radical chain hydrosilylations

A new method for the mild radical hydrosilylation of alkenes and alkynes is described. Silylated cyclohexadienes that can be readily prepared on large scale are used as radical hydrosilylating reagents. Nonactivated alkenes and alkynes are hydrosilylated in high yields. The reaction can be combined with C-C bond formation, as demonstrated for the preparation of silylated cycloalkanes from the corresponding dienes. Furthermore, radical hydrosilylations in combination with β-fragmentation reactions for the synthesis of allylsilanes and hydrosilylations of aldehydes and ketones providing protected alcohols can be readily performed by this strategy.

Silylformylation of chiral 1-alkynes, catalysed by solvated rhodium atoms

Solvated rhodium atoms, prepared by the metal vapour synthesis technique, promote the silylformylation reaction of variously substituted alkynes R1R2CH(CH2)nC≡CH, with catalytic activities comparable with and even higher than more common species such as Rh4(CO)12. Z-Silylalkenals are exclusively formed in high yields (60-95%) indicating syn addition both of CO and of the silane (Me2PhSiH) to the triple bond. The chemoselectivity of the process (silylformylation vs. hydrosilylation) is highly affected by the amount of catalyst employed (mmol of Rh species with respect to the alkyne reagent), by the steric requirements of the acetylenic substrates and by the hydrosilane/alkyne molar ratio. When optically active acetylenes are treated in the presence of Me2PhSiH under carbon monoxide pressure, the silylformylation reaction occurs with total retention of stereochemistry of the stereogenic centre, even if it is at the α-position of the unsaturated moiety, to afford enantiomerically enriched β-silylalkenals.

RHODIUM(II) COMPLEXES AS HYDROSILYLATION AND HYDROGENATION CATALYSTS

Two phosphine-rhodium(II) complexes, bis(tris-o-tolylphosphine)dichlororhodium(II) and bis(tricyclohexylphosphine)dichlororhodium(II), have been found to be active catalysts for the hydrosilylation of a variety of organic substrates, and, in conjunction with triethylaluminum, to be hydrogenation catalysts.