Szudkowska-Frątczak Justyna, Marciniec Bogdan, Hreczycho Grzegorz, Kubicki Maciej, Pawluć Piotr
†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.
Org Lett. 2015 May 15;17(10):2366-9. doi: 10.1021/acs.orglett.5b00865. Epub 2015 Apr 27.
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.
报道了一种基于[RuHCl(CO)(PCy3)2]催化末端（E）-1,3-二烯与乙烯基硅烷的硅氢化偶联反应合成1-硅烷基取代的1,3-丁二烯的新方法。该反应以高度立体选择性的方式（特别是对于芳基取代的二烯）提供了一种简便直接地制备（E,E）-二烯基硅烷的方法，并为共轭二烯的直接催化硅氢化反应开辟了一条有价值的通用合成路线，同时消除乙烯作为唯一副产物。描述了合成的硅烷基化1,3-丁二烯在脱硅反应中的初步合成应用结果。
