Diallyldimethylammonium and trimethylvinylammonium ionic liquids—Synthesis and application to catalysis

Abstract: New quaternary ammonium salts containing unsaturated substituents (allyl or vinyl) were synthesized. All of them were subjected to spectroscopic, elemental and thermogravimetric analyses. The above compounds are ionic liquids (T m <100°C) and were applied to immobilization of three rhodium(I) complexes [Rh(PPh3)3Cl], [{Rh(μ-Cl)(cod)}2] and [{Rh(μ-OSiMe3)(cod)}2] as well as three platinum complexes at different oxidation states [Pt(PPh3)4], K2[PtCl4] and K2[PtCl6]. Homogeneous catalytic systems were obtained and employed in the biphasic process of hydrosilylation of octene and allyl glycidyl ether with 1,1,1,3,5,5,5-heptamethyltrisiloxane. Catalytic activities of all the systems were compared and the best one was selected. The latter made it possible to recycle 10 times the same catalyst sample without a decrease in its activity and to easy separate the catalyst from the post-reaction mixture by decantation. The developed system is one of the most effective catalytic systems for hydrosilylation known to date. [Copyright &y& Elsevier]