Investigations into Ruthenium Metathesis Catalysts with Six-Membered Chelating NHC Ligands : Relationship between Catalyst Structure and Stereoselectivity

A series of ruthenium catalysts bearing five-membered chelating NHC architectures that exhibit very high Z-selectivity in a variety of metathesis reactions have recently been reported. It was envisioned that catalysts possessing sixmembered chelates could similarly exhibit high Z-selectivity and add...

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Veröffentlicht in:Organometallics. - 1998. - 32(2013), 18 vom: 23. Sept.
1. Verfasser: Endo, Koji (VerfasserIn)
Weitere Verfasser: Herbert, Myles B, Grubbs, Robert H
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2013
Zugriff auf das übergeordnete Werk:Organometallics
Schlagworte:Journal Article
Beschreibung
Zusammenfassung:A series of ruthenium catalysts bearing five-membered chelating NHC architectures that exhibit very high Z-selectivity in a variety of metathesis reactions have recently been reported. It was envisioned that catalysts possessing sixmembered chelates could similarly exhibit high Z-selectivity and address limitations of this methodology. We thus prepared a number of new catalysts and systematically investigated the impact of the NHC and anionic ligand on their stereoselectivity. In standard metathesis assays, only catalysts containing six-membered chelated NHC structures and η2-bound anionic ligands favored the Z-olefin products compared to traditional ruthenium catalysts. In addition, substitution with bulkier N-aryl groups led to improved Z-selectivity. The effect of ligand structure on stereoselectivity discovered in this study will be useful in the future design of highly active and Z-selective ruthenium catalysts
Beschreibung:Date Revised 21.10.2021
published: Print
Citation Status PubMed-not-MEDLINE
ISSN:0276-7333
DOI:10.1021/om4006966