An Unexpected Pathway for Ligand Substitution in an Aryl Halide Complex of Palladium
Zohrab Ahmadi1, Allen G Oliver2, J Scott McIndoe1
1Department of Chemistry, University of Victoria, P.O. Box 3065, Victoria, BC V8W 3V6 (Canada), Fax: (+1) (250)-721-7147.
Abstract:
A supposed spectator ligand plays a crucial role in a seemingly simple ligand substitution reaction on palladium. Continuous monitoring by ESI-MS reveals all the details of an initial fast displacement of iodide by an incoming phosphine ligand, and of the recoordination of iodide that prompts the displacement of the bidentate ligand actually being substituted. An apparent double substitution and subsequent isomerization can be readily explained by two fast and one slow ligand substitution reactions.
More Related Videos
Related Concept Videos
Nucleophilic Aromatic Substitution: Elimination–Addition
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between...
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene
Radical Substitution: Allylic Bromination
Electrophilic Aromatic Substitution: Overview
![Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F51444.jpg&w=3840&q=50)

