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Updated: Apr 21, 2026

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Metal-free σ-bond metathesis in ammonia activation by a diazadiphosphapentalene
Jingjing Cui1, Yongxin Li, Rakesh Ganguly
1Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, and ‡NTU-CBC Crystallography Facility, Nanyang Technological University , Singapore 637371, Singapore.
Abstract:
A diazadiphosphapentalene derivative 5 featuring a bent geometry with two phosphorus atoms at the bridgehead has been synthesized. Under mild conditions, compound 5 readily activated ammonia to afford 1-aza-2,3-diphospholene derivative 6 bearing an enamine group. The reaction is therefore viewed as a formal σ-bond metathesis between an N-H bond of ammonia and an endocyclic P-N bond of 5. Details of the reaction mechanism for ammonia activation as well as subsequent isomerization were explored by density functional theory calculations.
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