Ruthenium-catalyzed dealkenative N-silylation of amines by substituted vinylsilanes

The ruthenium hydride complex-catalyzed N-silylation of primary and secondary amines with substituted vinylsilanes, with the general formula R(1)CH=CHSiR (where R(1) = H, Ph, n-Bu, Si(OEt)3), leading to the formation of a Si-N bond with the evolution of olefin is described. Vinylsilane acts as a sil...

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Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2015-01, Vol.44 (2), p.782-786
Main Authors: Marciniec, Bogdan, Kostera, Sylwia, Wyrzykiewicz, Bożena, Pawluć, Piotr
Format: Article
Language:English
Subjects:
Amines
Bonding
Deuterium
Evolution
Olefins
Optimization
Ruthenium
Synthesis
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Summary:The ruthenium hydride complex-catalyzed N-silylation of primary and secondary amines with substituted vinylsilanes, with the general formula R(1)CH=CHSiR (where R(1) = H, Ph, n-Bu, Si(OEt)3), leading to the formation of a Si-N bond with the evolution of olefin is described. Vinylsilane acts as a silylative reagent and hydrogen acceptor. Under optimum conditions, the reaction offers an attractive route for the synthesis of silylamines. The preliminary mechanistic view of this novel general silylation reaction based on catalytic and deuterium labeling experiments, using NMR and GC-MS methods, confirm the synthetic observations.
ISSN:1477-9226
1477-9234
DOI:10.1039/c4dt03084b