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Si–N Heterodehydrocoupling with a Lanthanide Compound

By Michael P. Cibuzar (5607353) and Rory Waterman (1346604)


[La­{N­(SiMe<sub>3</sub>)<sub>2</sub>}<sub>3</sub>THF<sub>2</sub>] (<b>1</b>) is an effective precatalyst for the heterodehydrocoupling of silanes and amines. Coupling of primary and secondary amines with aryl silanes was achieved with a loading of 0.8 mol % of [La­{N­(SiMe<sub>3</sub>)<sub>2</sub>}<sub>3</sub>THF<sub>2</sub>]. With primary amines, generation of tertiary and sometimes quaternary silamines was facile, often requiring only a few hours to reach completion, including new silamines Ph<sub>3</sub>Si­(<sup><i>n</i></sup>PrNH) and Ph<sub>3</sub>Si­(<sup><i>i</i></sup>PrNH). Secondary amines were also available for heterodehydrocoupling, though they generally required longer reaction times and, in some instances, higher reaction temperatures. This work expands upon the utility of <i>f</i>-block complexes in heterodehydrocoupling catalysis

Topics: Biophysics, Biochemistry, Molecular Biology, Neuroscience, Biotechnology, Immunology, Cancer, Chemical Sciences not elsewhere classified, Physical Sciences not elsewhere classified, La, PrNH, Ph, heterodehydrocoupling catalysis, Secondary amines, 3 THF 2, quaternary silamines, block complexes, aryl silanes, reaction times, reaction temperatures, Si
Year: 2018
DOI identifier: 10.1021/acs.organomet.8b00372.s001
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Provided by: FigShare
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