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Updated: Dec 11, 2025

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Organocatalytic Name Reactions Enabled by NHCs
Krzysztof Dzieszkowski1, Izabela Barańska1, Karina Mroczyńska1
1Faculty of Chemistry, Nicolaus Copernicus University in Toruń, 7 Gagarin Street, 87-100 Toruń, Poland.
N‑heterocyclic carbene (NHC) catalysis builds upon historical named reactions, enabling unique synthetic pathways. This review compares historical and modern NHC processes, highlighting applications in synthesizing biologically active compounds.
Area of Science:
- Organic Chemistry
- Catalysis
- Medicinal Chemistry
Background:
- The tradition of naming organic reactions after their discoverers is a hallmark of chemistry.
- While less common now, historical named reactions continue to be developed and refined.
- N‑heterocyclic carbenes (NHCs) represent a significant area where this trend persists.
Purpose of the Study:
- To compile and compare historical named reactions with contemporary N‑heterocyclic carbene catalyzed processes.
- To showcase the utility of NHC catalysis in the total synthesis of biologically active compounds.
- To serve as an introductory resource for researchers new to N‑heterocyclic carbene chemistry.
Main Methods:
- Literature review and synthesis of existing knowledge on N‑heterocyclic carbene catalysis.
- Comparative analysis of historical named reactions and modern NHC-mediated transformations.
- Highlighting specific case studies of NHC applications in total synthesis.
Main Results:
- N‑heterocyclic carbene catalysis offers unique synthetic routes, often extending or paralleling established named reactions.
- NHC-catalyzed procedures are increasingly employed in complex molecule synthesis, particularly for biologically active targets.
- The review consolidates diverse NHC applications, demonstrating their versatility and impact.
Conclusions:
- N‑heterocyclic carbene chemistry provides powerful tools for synthetic chemists, bridging historical reaction classes with modern methodologies.
- The application of NHC catalysis in total synthesis underscores its importance in drug discovery and development.
- This review serves as a valuable guide for understanding and utilizing NHC chemistry.
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