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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
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author Guo, Beibei
de Vries, Johannes G.
Otten, Edwin
author_facet Guo, Beibei
de Vries, Johannes G.
Otten, Edwin
author_sort Guo, Beibei
collection PubMed
description 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.
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spelling pubmed-70207832020-02-27 Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst Guo, Beibei de Vries, Johannes G. Otten, Edwin Chem Sci Chemistry 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. Royal Society of Chemistry 2019-10-07 /pmc/articles/PMC7020783/ /pubmed/32110350 http://dx.doi.org/10.1039/c9sc04624k Text en This journal is © The Royal Society of Chemistry 2019 https://creativecommons.org/licenses/by-nc/3.0/This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Guo, Beibei
de Vries, Johannes G.
Otten, Edwin
Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst
title Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst
title_full Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst
title_fullStr Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst
title_full_unstemmed Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst
title_short Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst
title_sort hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7020783/
https://www.ncbi.nlm.nih.gov/pubmed/32110350
http://dx.doi.org/10.1039/c9sc04624k
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AT ottenedwin hydrationofnitrilesusingametalligandcooperativerutheniumpincercatalyst