130952-94-2

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 115-21-9 ethyltrichlorosilane 

Downstream Products

• 5958-02-1 3-(4-methoxyphenyl)pyridine 
• 58743-77-4 4'-methoxybiphenyl-4-carbonitrile 
• 13021-18-6 1-(4'-methoxy-biphenyl-4-yl)-ethanone 
• 5957-90-4 4-(2-pyridinyl)anisole 
• 613-37-6 4-methoxylbiphenyl 
• 129182-18-9 (ethyl)(difluoro)(4-methoxyphenyl)silane 
• 297163-77-0 (4-methoxyphenyl)(ethyl)silanediol 
• 182169-63-7 3-acetyl-4'-methoxybiphenyl 
• 366-18-7 [2,2]bipyridinyl 

Relevant academic research and scientific papers

Solid phase cross-coupling reaction of aryl(halo)silanes with 4-iodobenzoic acid

Aryl(alkyl)(halo)silanes undergo facile and efficient palladium catalyzed cross-coupling reaction with iodobenzoic acid tethered to the Wang resin. Acid cleavage releases unsymmetrical biaryl carboxylic acids with high conversions, purities and yields.

Highly Selective Cross-Coupling Reactions of Aryl(halo)silanes with Aryl Halides: A General and Practical Route to Functionalized Biaryls

The palladium catalyzed cross-coupling reaction of aryl halides with aryl(halo)silanes (halogen=F, Cl) gives good yields of unsymmetrical biaryls and p-terphenyls.The reaction takes place smoothly in N,N-dimethylformamide in the presence of an appropriate palladium catalyst and potassium fluoride.Since this reaction is tolerant of a variety of reactive functional groups, highly functionalized 4,4'-, 3,4'-, 2,4'- and even sterically crowded 2,2'-disubstituted biaryls can be obtained in moderate to high yields.The synthetic utility of the method has been demonstrated by its application to a short synthesis of liquid crystals.Mechanistic aspects of transmetalation of an aryl(fluoro)silicate intermediate with a palladium complex are discussed on the basis of the substituent effects on the rate of the cross-coupling reactions.