Tuneable, in situ -generated nickel-hydride alkene isomerisation catalyst

A modular, operationally practical Ni(0)/silane alkene isomerisation system has been developed with air-tolerant reagents. An attractive feature of this method is the ability to rapidly screen a variety of N-heterocyclic carbene (NHC) ligands, enabling optimisation through ancillary ligand backbone...

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Veröffentlicht in:Catalysis science & technology 2024-11, Vol.14 (23), p.6808-6813
Hauptverfasser: Kascoutas, Melanie A., Chang, Alison Sy-min, Kawamura, Kiana E., Bailey, Gabriela M., Morris, Parker T., Borst, Elizabeth A., Granados, Lilliana H., Cook, Amanda K.
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Sprache:eng
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Zusammenfassung:A modular, operationally practical Ni(0)/silane alkene isomerisation system has been developed with air-tolerant reagents. An attractive feature of this method is the ability to rapidly screen a variety of N-heterocyclic carbene (NHC) ligands, enabling optimisation through ancillary ligand backbone modification for enhanced reactivity. This system is readily scalable (>1 g alkene) and tolerates a diverse array of functional groups in high E -selectivity, including aryl bromides, heterocycles, tertiary amines, and α,β-unsaturated amides. Preliminary mechanistic experiments support a Ni–H insertion/elimination pathway.
ISSN:2044-4753
2044-4761
DOI:10.1039/D4CY00974F