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

Anga, S and Sarazin, Y and Carpentier, J F and Panda, Tarun K (2016) Alkali-Metal-Catalyzed Cross-Dehydrogenative Couplings of Hydrosilanes with Amines. ChemCatChem, 8 (7). pp. 1373-1378. ISSN 1867-3880 (In Press)

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Abstract

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 group 1 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)2Li-{N(SiHPh2)(Dipp)}] (1) has been isolated and characterized in an attempt to identify the operative reaction mechanism.

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IITH Creators:	IITH Creators ORCiD Panda, Tarun K http://orcid.org/0000-0003-0975-0118
Item Type:	Article
Uncontrolled Keywords:	alkali metals;amines;cross-coupling;dehydrogenation;hydrosilanes and silazanes
Subjects:	Chemistry > Organic chemistry
Divisions:	Department of Chemistry
Depositing User:	Team Library
Date Deposited:	24 Feb 2016 05:21
Last Modified:	07 Sep 2017 10:47
URI:	http://raiithold.iith.ac.in/id/eprint/2215
Publisher URL:	https://doi.org/10.1002/cctc.201501356
OA policy:	http://www.sherpa.ac.uk/romeo/issn/1867-3880/
Related URLs:	Google Scholar

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