Related Experiment Video
Updated: Sep 11, 2025
Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents
Published on: May 28, 2014
Highly regioselective, ligand-differentiated platinum-catalysed hydrosilylation of propynamides
Elizabeth L R Leonard1,2, Megan E Boyd2, Geoffrey R Akien1
1Department of Chemistry, Lancaster University, Bailrigg, LA41YB, UK.
Abstract:
We present, for the first time, a highly regio- and stereoselective ligand-divergent hydrosilylation reaction. The methodology produces diverse amido-vinyl silanes from readily available propynamides. Employing platinum catalysis utilizing commercially available ligands, silyl-α,β-unsaturated amides are produced in synthetically useful yields (up to 91%). This methodology allows, for the first time, an unprecedented ligand differentiated hydrosilylation methodology to form β-(E)-silyl-α,β-unsaturated amides in high regioselectivity and α-silyl-α,β-unsaturated amides with complete regioselective control (>99 : 1).
More Related Videos
12:08Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
Published on: June 24, 2022
10:51The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
Published on: April 10, 2015
Related Concept Videos
02:17Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
02:36Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
02:34Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
02:35Regioselectivity of Electrophilic Additions-Peroxide Effect
02:17Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
02:24Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.