Related Experiment Video
Updated: Jul 18, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of Phosphorus(I)
Published on: November 22, 2016
Cyclic C-amino phosphorus ylides as a source of bidentate heteroditopic ligands (phosphine/aminocarbene) for
Joan Vignolle1, Bruno Donnadieu, Didier Bourissou
1UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California-Riverside, Riverside, CA 92521-0403, USA.
Abstract:
In contrast with most of their congeners, acyclic and cyclic C-amino phosphorus ylides behave as genuine carbene and phosphine transfer agents for transition metal centers. They allow the facile synthesis of a variety of metal complexes that feature heteroditopic ligands, such as 1,6-(phosphine)(aminocarbene) systems with a biphenyl backbone.
More Related Videos
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
10:51The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
Published on: April 10, 2015
Related Concept Videos
Metal-Ligand Bonds
In these complexes, transition metals form coordinate covalent bonds, a kind of Lewis acid-base interaction in which both of the electrons in the bond are contributed by a donor (Lewis base) to an electron acceptor (Lewis acid). The Lewis acid in...
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Complexation Equilibria: The Chelate Effect
Aldehydes and Ketones to Alkenes: Wittig Reaction Overview
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
Aldehydes and Ketones to Alkenes: Wittig Reaction Mechanism
The reaction begins with the nucleophilic addition between a phosphorus ylide and the carbonyl compound. Due to its carbanionic character, phosphorus ylide acts as a strong nucleophile and attacks the electrophilic carbonyl group. This generates a charge-separated dipolar intermediate called betaine. The negatively charged oxygen atom and...