"Exploring Relevant Features of the Mechanism of Enyne Cycloisomerization Reaction and Related Processes Catalyzed by Metal-Carbenes and Metal Halides"

Carmen-Irena Mitan, Petru Filip, Emerich Bartha, Lionel Delaude, and Valerian Dragutan

journal cover 
          source: Journal of Organometallic Chemistry
            year: 2026
          volume: 1043
         article: 123878
           pages: 26
             doi: 10.1016/j.jorganchem.2025.123878
graphical abstract

Abstract: This review explores the mechanistic diversity of enyne cycloisomerization reactions that yield a wide range of carbo- and heterocyclic compounds. The reaction outcome whether cycloisomerization, ring-closing metathesis, or skeletal reorganization is largely determined by the nature and position of functional groups on the substrate and the type of catalyst employed, including metal-carbene systems (e.g. Ru), non-carbene complexes (e.g. Ru, Pt, Pd, In), and halides (e.g. GaCl3, InCl3, AuCl). Capitalizing on experimental results and DFT studies, the influence of catalyst-substrate interactions on pathway selectivity and stereochemical outcomes is further discussed. 6¹ Electrocyclization, (n) cyclization and sigmatropic rearrangement in presence of Ru complexes, β-hydride elimination and reductive elimination or [5 cycloaddition / reductive elimination in presence of Pd or Ru complexes are surveyed.

Keywords: Enyne Cycloisomerization; Ring-Closing Metathesis; Skeletal Reorganization; Ru-Carbene; Metal Complexes; Metal Halides

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