Tuneable, -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.688-6813
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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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. A modular Ni(0)/silane E -selective alkene isomerization system has been developed with air-tolerant reagents.
ISSN:2044-4753
2044-4761
DOI:10.1039/d4cy00974f