Alkali-Metal-Catalyzed Cross-Dehydrogenative Couplings of Hydrosilanes with Amines

作者：Anga Srinivas; Sarazin Yann; Carpentier Jean Francois^*; Panda Tarun K^*

来源：ChemCatChem, 2016, 8(7): 1373-1378.

DOI：10.1002/cctc.201501356

• alkali metals
• amines
• cross-coupling
• dehydrogenation
• hydrosilanes and silazanes

We report the N-H/H-Si cross-dehydrogenative coupling (CDC) of hydrosilanes and amines with high conversion (>90%) and chemoselectivity for the production of silazanes, using group1 metal hexamethyldisilazides [MN(SiMe3)(2)] (M=Li, Na, K) as precatalysts under mild conditions. [KN(SiMe3)(2)] showed higher activity than the congeneric lithium and sodium salts. The catalyzed CDC reaction displays a broad substrate scope. Phenylsilane and diphenylsilane react with a number of amines under ambient conditions; more elevated temperature is required for triphenylsilane to undergo CDC reactions. The intermediate lithium complex [(THF)(2)Li-{N(SiHPh2)(Dipp)}] (1) has been isolated and characterized in an attempt to identify the operative reaction mechanism.

• 出版日期2016-4-6