Related Experiment Video
Updated: Aug 26, 2025

Preparation and Use of Carbonyl-decorated Carbenes in the Activation of White Phosphorus
Published on: October 3, 2014
Intramolecular C-N bond activation by a geometrically constrained PIII-centre
Deependra Bawari1, Solomon Volodarsky1, Yael Ginzburg1
1School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel. rdobrove@tau.ac.il.
Abstract:
In this work the first examples of C-N bond activation by insertion into a geometrically constrained PIII-centre are shown. The mechanisms of these activation processes leading to new PV species were studied both experimentally and computationally. Interestingly, in the case of insertion of the PIII-centre into an N-C(O)H bond, an unstable phosphoranyl-formaldehyde intermediate is probably formed, which undergoes decarbonylation in the presence of a catalytic amount of HCl producing a hydrophosphorane.
More Related Videos
10:52Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
Published on: July 27, 2022
12:19Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Related Concept Videos
Radicals: Electronic Structure and Geometry
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...
Radical Reactivity: Intramolecular vs Intermolecular
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Predicting Molecular Geometry
Hybridization of Atomic Orbitals II
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3