272439-73-3

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 2351-33-9 1,1-dichlorosilacyclobutane 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 605-39-0 2,2'-dimethyl-1,1'-biphenyl 
• 630402-83-4 1-methyl-1-(2-methylphenyl)silacyclobutane 
• 1379659-27-4 C₁₇H₂₂O₄Si 

Relevant academic research and scientific papers

Palladium-catalyzed desymmetrization of silacyclobutanes with alkynes: Enantioselective synthesis of silicon-stereogenic 1-sila-2-cyclohexenes and mechanistic considerations

A palladium-catalyzed enantioselective desymmetrization of silacyclobutanes with alkynes has been developed to give silicon-stereogenic 1-sila-2-cyclohexenes with high enantioselectivity. The products thus obtained undergo further derivatizations with complete stereoselectivity, and a new catalytic cycle involving alkyne coordination (oxidative cyclization)- transmetalation (σ-bond metathesis)-reductive elimination has also been proposed.

Synthesis of unsymmetrical biaryls from arylsilacyclobutanes

(formula presented) Aryl(fluoro)silacyclobutanes and aryl(chloro)silacyclobutanes have been found to undergo cross-coupling reactions with aryl iodides. The rate of reaction and extent of homocoupling were dramatically affected by the addition of ligands for the palladium catalyst. With (t-Bu)3P a wide range of electronically and structurally diverse unsymmetrical biaryls have been prepared in good to excellent yields.