Facile Access to the Functionalized N-Donor Stabilized Silylenes PhC(N<i>t</i>Bu)₂SiX (X = PPh₂, NPh₂, NCy₂, N<i>i</i>Pr₂, NMe₂, N(SiMe₃)₂, O<i>t</i>Bu)

Abstract

Reactions of silylenes with organic substrates generally lead to silicon­(IV) compounds. Ligand substitution at the silicon­(II) atom of silylene, without changing the formal +2 oxidation state, is very rare. We report herein a straightforward route to functionalized silylenes LSiX (L = PhC­(NtBu)2 and X = PPh2 (1), NPh2 (2), NCy2(3), NiPr2 (4), NMe2 (5), N­(SiMe3)2 (6), OtBu (7)). Silylenes 1–7 have been prepared in quantitative yield by a modified ligand exchange reaction of PhC­(NtBu)2SiCl (LSiCl) with the corresponding lithium or potassium salts. Compounds 1–7 were characterized by spectroscopic and spectrometric techniques. Single-crystal X-ray structures of 1, 3, and 4 were determined