137669-65-9Relevant articles and documents
Cationic palladium complex-catalyzed hydrosilylative cross-coupling of alkynes with alkenes. 1,4-addition of triehlorosilane to form 4-silyl-1-butene framework
Shimamoto, Takamitsu,Chimori, Motoharu,Sogawa, Hiroaki,Harada, Yuki,Aoki, Masaharu,Yamamoto, Keiji
experimental part, p. 1814 - 1823 (2009/07/25)
A new hydrosilylative cross-coupling reaction of a variety of alkynes with several alkenes, which is catalyzed by a cationic palladium complex A (1 mol %) without or with added PPh3 ligand, was studied systematically. The reaction using HSiCl3 as an addend afforded more or less two types of products consisting of four possible derivatives, R1CH=CR 2-CHR3-CHR4-SiCl3, which always contained 4-trichlorosilyl-l-butene frameworks, in acceptable combined yields. The coupling pattern was dependent both on the precatalyst A in the absence or presence of PPh3 [also P(C6F5)3] and on the combination of the alkyne and alkene counterpart employed. A possible catalytic cycle that involves an initial hydropalladation of an alkyne, followed by a facile and specific carbopalladation of an alkene, is proposed. At the same time, the lack of regioselectivity in the latter step is noted. The effect of the added phosphine ligand on the coupling pattern is briefly discussed.
