89165-07-1

Upstream product

• 89165-06-0 1-chloro-4-[(1Z)-2-(4'-methylphenyl)ethenyl]benzene 
• 104-81-4 4-Methylbenzyl bromide 
• 106-39-8 bromochlorobenzene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 2378-86-1 4-methylbenzyltriphenylphosphonium bromide 

Downstream Products

• 89165-08-2 4-(2-(p-tolyl)ethyl)benzoic acid 
• 89165-05-9 1-(4-(hydroxymethyl)phenyl)-2-(4-methylphenyl)ethane 

Relevant academic research and scientific papers

Pd-Catalyzed reductive heck reaction of olefins with aryl bromides for Csp2-Csp3 bond formation

We developed a Pd-catalyzed intermolecular reductive Heck reaction to construct Csp2-Csp3 bonds between aryl bromides and olefins. Various styrene derivatives, acyclic and cyclic alkenes, were well tolerated to couple with varied aryl bromides in linear selectivity. Kinetic and deuterium labeling experiments suggested that i-PrOH provides a hydride through β-H elimination.

Carbon-Hydrogen vs. Carbon-Carbon Bond Cleavage of 1,2-Diarylethane Radical Cations in Acetonitrile-Water

Radical cations of 1,2-diarylethanes and 1-phenyl-2-arylethanes (Ar = phenyl, p-tolyl, p-anisyl) were generated in acidic 70percent acetonitrile-water by Cu2+-catalyzed peroxydisulfate oxidation.The radical cations fragment mainly by loss of benzylic protons (C-H cleavage) rather than by alkyl C-C bond cleavage.The radical cation of 2,3-dimethyl-2,3-diphenylbutane fragments efficiently by C-C cleavage, forming cumyl radical and cumyl cation.Oxidations of bibenzyl-bicumyl mixtures show selective oxidation of bicumyl dependent on total substrate concentration, providing evidence of equilibrating radical cations and showing that bicumyl fragments faster than bibenzyl loses protons.The effects of reaction conditions and substrate structure on reactivity are discussed.