Terminal Alkyne Coupling Reactions through a Ring: Mechanistic Insights and Regiochemical Switching

Title	Terminal Alkyne Coupling Reactions through a Ring: Mechanistic Insights and Regiochemical Switching
Authors	Caroline M. Storey, Dr. Matthew R. Gyton, Dr. Rhiann E. Andrew, Dr. Adrian B. Chaplin
Magazine	Angewandte Chemie (International Ed. in English)
Date	08/20/2018
DOI	10.1002/anie.201807028
Introduction	This study investigates the mechanism and selectivity of terminal alkyne coupling reactions facilitated by rhodium(I) complexes with NHC-based CNC pincer ligands. Both synthetic and kinetic experiments reveal that E- and gem-enynes form through a common sequence involving hydrometallation and a rate-determining C−C bond reductive elimination. Ligand topology significantly influences the process, with macrocyclic variants promoting exclusive head-to-head coupling, unlike the high head-to-tail coupling selectivity observed with acyclic pincer ligands.
Quote	Caroline M. Storey, Matthew R. Gyton, and Rhiann E. Andrew et al. Terminal Alkyne Coupling Reactions through a Ring: Mechanistic Insights and Regiochemical Switching. Angew. Chem. Int. Ed. Engl. 2018. DOI: 10.1002/anie.201807028
Element	Rhodium (Rh)
Materials	Chemical Compounds
Industry	Chemical & Pharmacy

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