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Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst

Nitrile hydration provides access to amides that are important structural elements in organic chemistry. Here we report catalytic nitrile hydration using ruthenium catalysts based on a pincer scaffold with a dearomatized pyridine backbone. These complexes catalyze the nucleophilic addition of H(2)O...

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Detalles Bibliográficos
Autores principales: Guo, Beibei, de Vries, Johannes G., Otten, Edwin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7020783/
https://www.ncbi.nlm.nih.gov/pubmed/32110350
http://dx.doi.org/10.1039/c9sc04624k
Descripción
Sumario:Nitrile hydration provides access to amides that are important structural elements in organic chemistry. Here we report catalytic nitrile hydration using ruthenium catalysts based on a pincer scaffold with a dearomatized pyridine backbone. These complexes catalyze the nucleophilic addition of H(2)O to a wide variety of aliphatic and (hetero)aromatic nitriles in (t)BuOH as solvent. Reactions occur under mild conditions (room temperature) in the absence of additives. A mechanism for nitrile hydration is proposed that is initiated by metal–ligand cooperative binding of the nitrile.