Related Experiment Video
Updated: Mar 8, 2026

Preparation and Reactivity of a Triphosphenium Bromide Salt: A Convenient and Stable Source of PhosphorusI
Published on: November 22, 2016
Bis(N-heterocyclic olefin) Derivative: An Efficient Precursor for Isophosphindolylium Species
Che Chang Chong1, Bin Rao1, Rakesh Ganguly1
1Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, and §NTU-CBC Crystallography Facility, Nanyang Technological University (NTU) , Singapore 637371, Singapore.
Abstract:
We have developed bis(N-heterocyclic olefin) derivatives 2 and demonstrated that 2 can be utilized as precursors for the synthesis of isophosphindolylium species 3. X-ray diffraction and density functional theory studies indicate the aromatic property of the PC4 five-membered ring in 3. Despite its cationic nature, the P center in 3b exhibits nucleophilic character and thus readily forms a bond with CuCl to afford a copper phosphenium complex 4, demonstrating the potential utility of 3 as a σ-donor ligand.
More Related Videos
Related Concept Videos
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Preparation of Nitriles
Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3

