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 (∼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 ¹H, ¹³C, and ²⁹Si NMR experiments, and X-Ray diffraction for cyclic p-tolyl- and hydride-containing siloxane (1).