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

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Abstract: The mechanism and selectivity of terminal alkyne coupling reactions promoted by rhodium (I) complexes of NHC‐based CNC pincer ligands have been investigated. Synthetic and kinetic experiments support E‐ and gem‐enyne formation through a common reaction sequence involving hydrometallation and rate‐determining C−C bond reductive elimination. The latter is significantly affected by the ligand topology: Employment of a macrocyclic variant enforced exclusive head‐to‐head coupling, contrasting the high selectivity for head‐to‐tail coupling observed for the corresponding acyclic pincer ligand.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Terminal Alkyne Coupling Reactions through a Ring: Mechanistic Insights and Regiochemical Switching ; volume:57 ; number:37 ; year:2018 ; pages:12003-12006 ; extent:4
Angewandte Chemie / International edition. International edition ; 57, Heft 37 (2018), 12003-12006 (gesamt 4)

Creator: Storey, Caroline M.
Gyton, Matthew R.
Andrew, Rhiann E.
Chaplin, Adrian B.

DOI: 10.1002/anie.201807028

URN: urn:nbn:de:101:1-2022082106521743459122

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:30 AM CEST

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Storey, Caroline M.
Gyton, Matthew R.
Andrew, Rhiann E.
Chaplin, Adrian B.

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Iodine‐Catalyzed Carbonyl‐Alkyne Metathesis Reactions

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Nickel-Catalyzed anti-Selective Alkyne Functionalization Reactions

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On-surface reactions of alkyne molecules on calcite (10.4)

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Hochschulschrift

Mechanistic studies on catalytic alkyne metathesis with molybdenum and tungsten alkylidyne complexes

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