Related Experiment Video
Updated: Mar 14, 2026

Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
Mechanistic Study on Pd/Mono-N-protected Amino Acid Catalyzed Vinyl-Vinyl Coupling Reactions: Reactivity and E/Z
Xiu-Mei Zhong1, Gui-Juan Cheng1, Ping Chen1
1Lab of Computational Chemistry and Drug Design, Laboratory of Chemical Genomics, Peking University Shenzhen Graduate School , Shenzhen 518055, China.
Abstract:
A combined mass spectrometric and computational study of the Pd/mono-N-protected amino acid (MPAA)-catalyzed vinyl-vinyl coupling reactions is reported. Computational study reveals that the reaction is initiated by C-H activation of the styrene followed by the insertion of acrylate. This is supported by mass spectrometry. The MPAA ligand facilitates the cross-coupling reaction between monosubstituted alkenes by stabilizing the active palladium catalyst and offering the N-protecting group as a stronger base than acetate. The E/Z selectivity is attributed to the stronger d-π interaction between the catalyst and the substrate in the transition state leading to E product.
More Related Videos
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
11:42Solid Phase Synthesis of a Functionalized Bis-Peptide Using "Safety Catch" Methodology
Published on: May 15, 2012
Related Concept Videos
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Radical Chain-Growth Polymerization: Mechanism
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)