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Facile Access to the Functionalized N-Donor Stabilized Silylenes PhC(NtBu)2SiX (X = PPh2, NPh2, NCy2, NiPr2, NMe2, N(SiMe3)2, OtBu)

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journal contribution
posted on 25.06.2012, 00:00 authored by Ramachandran Azhakar, Rajendra S. Ghadwal, Herbert W. Roesky, Hilke Wolf, Dietmar Stalke
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 17 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 17 were characterized by spectroscopic and spectrometric techniques. Single-crystal X-ray structures of 1, 3, and 4 were determined.