226071-28-9Relevant academic research and scientific papers
Dimerization-carbostannylation of alkynes catalyzed by a palladium-diimine complex: Regioselectivity, stereoselectivity and mechanism
Yoshida, Hiroto,Shirakawa, Eiji,Nakao, Yoshiaki,Honda, Yuki,Hiyama, Tamejiro
, p. 637 - 647 (2001)
Double insertion of alkynes into the C-Sn bond of an alkynyl-, alkenyl-, allyl- or arylstannane proceeded in the presence of a palladium-diimine complex to afford highly conjugated alkenylstannanes with exclusive syn selectivity. Perfect regioselectivities were observed in the dimerization-carbostannylation of ethyl propiolate with a palladium-1,2-bis[(2,6-diisopropylphenyl)imino]acenaphthene complex, which allowed regio- and stereoselective synthesis of stannyl-substituted muconic acid derivatives. The π-conjugation of the dimerization-carbostannylation products was further extended through a cross-coupling or homocoupling reaction. A palladacyclopentadiene is proposed as an intermediate species.
