Related Experiment Video
Updated: Apr 20, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Ruthenium-catalyzed dealkenative N-silylation of amines by substituted vinylsilanes
Bogdan Marciniec1, Sylwia Kostera, Bożena Wyrzykiewicz
1Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University in Poznan, Umultowska 89b, 61-614 Poznan, Poland. Bogdan.Marciniec@amu.edu.pl.
Abstract:
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.
More Related Videos
10:42Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
09:37Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Related Concept Videos
Nitriles to Amines: LiAlH4 Reduction
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Preparation of Nitriles
Preparation of Amines: Alkylation of Ammonia and Amines
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
Preparation of Amines: Reduction of Amides and Nitriles
Amides can be reduced to primary, secondary, and tertiary amines using catalytic hydrogenation, active metals like Fe,...