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Updated: Aug 8, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Recent advances in metallabenzene chemistry
Christopher W Landorf1, Michael M Haley
1Department of Chemistry, University of Oregon, Eugene, OR 97403-1253, USA. haley@uoregon.edu
Aromatic metallacycles, including novel metallabenzenes and isomers, have seen significant expansion since 2000, with new synthetic methods and metal centers enabling diverse structures and properties.
Area of Science:
- Organometallic Chemistry
- Aromatic Compounds
- Heterocyclic Chemistry
Background:
- Research on aromatic metallacycles has a long history but has accelerated significantly since the year 2000.
- The field has expanded to include a broader range of metal centers and synthetic methodologies.
Purpose of the Study:
- To review the recent advancements in the synthesis, chemistry, and physical properties of aromatic metallacycles.
- To highlight the emergence of new metallabenzene structures and isomers.
Main Methods:
- Literature review of research published over the last quarter century, with a focus on post-2000 developments.
- Synthesis and characterization of novel aromatic metallacycle topologies and isomers.
Main Results:
- A wide variety of new metallabenzenes, utilizing diverse synthetic approaches and metal centers, are now accessible.
- Novel aromatic metallacycle topologies, such as iridanaphthalene and osmabenzynes, have been successfully isolated and characterized.
- The first known metallabenzene valence isomers (iridabenzvalenes, rhodabenzvalenes) and constitutional isomers (isoosmabenzenes) have been reported.
Conclusions:
- Aromatic metallacycles represent a dynamic and expanding area of organometallic chemistry.
- Recent synthetic innovations have greatly increased the diversity and accessibility of these intriguing compounds.
- Further exploration of their synthesis, chemistry, and properties promises exciting future discoveries.
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