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Updated: Feb 20, 2026

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Photocatalytic Generation of Nitrenes for Rapid Diaziridination
Ramij R Mondal1, Saikat Khamarui2, Dilip K Maiti1
1Department of Chemistry, University of Calcutta, University College of Science , 92, A. P. C. Road, Kolkata 700009, India.
Abstract:
A blue LED, an organic photocatalyst (rose bengal), and the Lewis acid like oxidant PhI(OAc)2 were utilized to generate nitrene intermediates through reactions of 1,2-diols and aliphatic amines under mild reaction conditions. A versatile and rapid diaziridination strategy was established to construct functionalized 1,2-disubstituted diaziridines, diaziridines with chiral substituents, and 1,2,3-trisubstituted analogues with excellent reaction rates, yields, and stereoselectivities. Control and labeling experiments to elucidate the mechanism of this elegant metal-free photocatalyzed cyclization reaction were performed.
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