Ruthenium-catalyzed silylation of 1,3-butadienes with vinylsilanes.
A novel method for the synthesis of 1-silyl-substituted 1,3-butadienes, based on [RuHCl(CO)(PCy3)2]-catalyzed silylative coupling of terminal (E)-1,3-dienes with vinylsilanes, is reported. The reaction provides a facile and straightforward access to (E,E)-dienylsilanes in a highly stereoselective fashion (especially for aryl-substituted dienes) and opens a valuable and general synthetic route for the direct catalytic silylation of conjugated dienes with elimination of ethylene as a single byproduct. Preliminary results on synthetic application of the synthesized silylated 1,3-butadienes in desilylation reactions are described.
†Faculty of Chemistry, Adam Mickiewicz University in Poznan, Umultowska 89b, 61-614 Poznan, Poland.
Justyna
J
Szudkowska-Frątczak
†Faculty of Chemistry, Adam Mickiewicz University in Poznan, Umultowska 89b, 61-614 Poznan, Poland.|‡Center for Advanced Technologies, Adam Mickiewicz University in Poznan, Umultowska 89c, 61-614 Poznan, Poland.
Bogdan
B
Marciniec
†Faculty of Chemistry, Adam Mickiewicz University in Poznan, Umultowska 89b, 61-614 Poznan, Poland.
Grzegorz
G
Hreczycho
†Faculty of Chemistry, Adam Mickiewicz University in Poznan, Umultowska 89b, 61-614 Poznan, Poland.
Maciej
M
Kubicki
†Faculty of Chemistry, Adam Mickiewicz University in Poznan, Umultowska 89b, 61-614 Poznan, Poland.
Piotr
P
Pawluć