High Yield Access to Silylene RSiCl (R = PhC(NtBu)2) and Its Reactivity toward Alkyne: Synthesis of Stable Disilacyclobutene

Two new approaches for synthesizing RSiCl, (R = PhC(NtBu)2) are reported by the reaction of RSiHCl2 with bis-trimethyl silyl lithium amide and N-heterocyclic carbene respectively. In the former method silylene is produced in 90% yield. The silylene was treated with biphenyl alkyne to afford the disilacyclobutene system. This is a rare example of two five-coordinate silicon centers arranged adjacent to each other in a four-membered ring. Furthermore, we fluorinated the four-membered ring by trimethyltin fluoride to obtain the fluoro substituted disilacyclobutene.

本文报道了两种合成 RSiCl（R = PhC(NtBu)2）的新方法，分别通过 RSiHCl2 与双三甲基硅基锂酰胺和 N-杂环卡宾的反应实现。在前一种方法中，以 90% 的收率制备了硅烯。该硅烯与双苯乙炔反应，得到双硅杂环丁烯体系。这是两个五配位硅中心相邻排列在四元环中的罕见实例。此外，我们利用三甲基锡氟化物对四元环进行氟化，从而获得氟代双硅杂环丁烯。