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(N<i>t</i>Bu)₂ and X = PPh₂ (<b>1</b>), NPh₂ (<b>2</b>), NCy₂(<b>3</b>), N<i>i</i>Pr₂ (<b>4</b>), NMe₂ (<b>5</b>), N­(SiMe₃)₂ (<b>6</b>), O<i>t</i>Bu (<b>7</b>)). Silylenes <b>1</b>–<b>7</b> have been prepared in quantitative yield by a modified ligand exchange reaction of PhC­(N<i>t</i>Bu)₂SiCl (LSiCl) with the corresponding lithium or potassium salts. Compounds <b>1</b>–<b>7</b> were characterized by spectroscopic and spectrometric techniques. Single-crystal X-ray structures of <b>1</b>, <b>3</b>, and <b>4</b> were determined