The reaction of (tert-Butoxysilyl)methylmagnesium chlorides with some organotin and organosilicon monochlorides

Article abstract of DOI:10.1016/j.ica.2020.119555

Interaction between (tert-butoxysilyl)methylmagnesium chlorides of the general formula Me_3-n(t-BuO)_nSiCH₂MgCl, n = 1–3, with some organotin and organosilicon monochlorides has been studied. It has been found that the reaction of the Grignard reagents with trialkyltin chlorides readily proceeds via the methylene carbon with the formation of C-substituted products Me_3-n(t-BuO)_nSiCH₂SnR₃, R = Me, n-Bu in high yields. The path of this reaction with Me₃SiCl and MePh₂SiCl depends on the structure of Grignard compound and chlorosilane electrophilicity. Increasing the number of the tert-butoxy groups in the Grignard reagent has unexpectedly been found to result in the formation of Me_3-n(t-BuO)_nSiCH₂OSiMeR₂, R = Me, Ph and decrease of the organosilylmethyl silicon compounds content in the reaction products. The structure of the compounds synthesized has been confirmed by ¹H, ¹³C, ²⁹Si, ^117,119Sn NMR spectroscopy and mass spectrometry.