294634-79-0

Upstream product

• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 
• 7436-90-0 2,2-dibromostyrene 
• 294634-73-4 [(Z)-3-bromo-4-phenylbut-3-en-1-ynyl]trimethylsilane 

Relevant academic research and scientific papers

Photochemical generation and structure of vinyl radicals

Photolysis of a series of E or Z stereoisomeric α-R-substituted bromostyrenes (R = CH3, F or CN) in methanol yields E and/ or Z stereoisomeric styrenes, which stem from the corresponding vinyl radicals. The results show that the α-Me vinyl radical is a rapidly equilibrating, bent structure, while the α-F vinyl radical is a stable bent species, in agreement with earlier thermal results. The α-CN vinyl radical is assigned as a rapidly inverting bent and not a linear species from the stereochemical results as a function of temperature. Stereochemical data for the α-C(H)=O system in diethyl ether indicate a stable bent vinyl radical as product forming species. The conclusions are supported by quantum chemical computations. Wiley-VCH Verlag GmbH & Co. KGaA.

Palladium-catalyzed synthesis of butatrienes

Palladium-catalyzed synthesis of functionalized butatrienes was achieved starting from 2-bromo-1-buten-3-yne derivatives and nucleophiles. The reaction proceeded under very mild conditions giving the products in moderate to good yields. The reactivity of the bromobutenyne substrates was highly dependent on substituents at 1-position. A subtle balance of nucleophilicity and basicity in the nucleophiles was also important for the success of the reactions.