Abstract
Interaction of allyl ethers with hydrosiloxanes in the presence of metal complexes has been investigated by spectral methods (1H NMR, IR, and GC-MS) as well as by gas-liquid chromatography. It has been shown that the anti-Markovnikov addition predominantly occurs in the studied cases; disproportionation of siloxanes and migration of double bond in the ethers have been identified as side reactions. The tendency to enter the side reactions has decreased in the following series: (HMeSiO)4 > HMe2Si(OSiMe2)2H ≈ HMe2SiOSiMe3 > (HMe2Si)2O > (Me3SiOSiMeH)2O. The general scheme of disproportionation of siloxanes HMe2Si(OSiMe2) n H (n ≥ 1) has been proposed. According to mass spectrometry data, the silicon-containing fragment majorly contributes to the fragmentation of hydrosilylation products. Fragmentation of the γ,γ-adducts is similar to that of γ-adducts. The predominant direction of fragmentation in the products of β,γ-addition of HMe2Si(OSiMe2)nH (n = 1–3) to allyl ethers is determined by fragmentation of the γ-component of the molecule. The scheme of fragmentation of the hydrosilylation products ions has been proposed.
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