4214826 - Catalytic hydrosilylation of alkynes and 1,3-diynes

Hydrosilylation of the carbon-carbon triple (C≡C) bonds is a straightforward, 100% atom efficient, industrially applied, repeatable method, which is easy to scale up and can be based on commercially available reagents and catalysts. Most importantly, it gives the unique opportunity to obtain all possible isomers of syn-, and anti-addition of the SiH group to the unsaturated C-C bonds. Different products can be obtained with the same set of reagents, but only by changing the type of catalyst and the reaction conditions. The versatility of this method is also a big catalytic and synthetic challenge aimed at carrying out the process of providing one product exclusively in each case. In this communication, we present our attempts to deal with this challenge in the field of hydrosilylation of alkynes, and 1,3-diynes with structurally different silanes, siloxanes, and polyhedral oligosilsesquioxanes (POSS). The selection of the most efficient catalysts and reaction conditions for specific sets of reagents will be presented that lead to the wide spectrum of organosilicon compounds characterized by various structures and physicochemical properties that can play different roles in many areas of academic science.