Stereoregular cyclic p-tolyl-siloxanes with alkyl, O- and N-containing groups as promising reagents for the synthesis of functionalized organosiloxanes

Abstract

A series of hydrophobic/hydrophilic well-defined stereoregular cyclic structures-p-tolyl-siloxanes with alkyl, O- and N-containing groups-were obtained as promising reagents for the synthesis of functionalized derivatives. This approach is based on the preparation of a stereoregular cyclic p-tolyl-siloxane with a Si-H group (1) followed by hydrosilylation of 1-octene, allyl glycol ethers and alcohol or allylamine derivatives (2a-g). The method is well scalable and allows the target products (3a-g) to be obtained on a gram scale (similar to 10 g) in 60-95% yields. The structure of the compounds was confirmed by a set of physicochemical methods of analysis, namely IR, ESI-HRMS, GPC, 1D and 2D H-1, C-13, and Si-29 NMR experiments, and X-Ray diffraction for cyclic p-tolyl- and hydride-containing siloxane (1).