Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex

1,4‐ and 1,5‐diols undergo cyclodehydration upon treatment with cationic N‐heterocyclic carbene (NHC)–Ir(III) complexes to give tetrahydrofurans and tetrahydropyrans, respectively. The mechanism was investigated, and a metal‐hydride‐driven pathway was proposed for all substrates, except for very ele...

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Autores principales: González Miera, Greco, Bermejo López, Aitor, Martínez‐Castro, Elisa, Norrby, Per‐Ola, Martín‐Matute, Belén
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7379557/
https://www.ncbi.nlm.nih.gov/pubmed/30475410
http://dx.doi.org/10.1002/chem.201805460
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author González Miera, Greco
Bermejo López, Aitor
Martínez‐Castro, Elisa
Norrby, Per‐Ola
Martín‐Matute, Belén
author_facet González Miera, Greco
Bermejo López, Aitor
Martínez‐Castro, Elisa
Norrby, Per‐Ola
Martín‐Matute, Belén
author_sort González Miera, Greco
collection PubMed
description 1,4‐ and 1,5‐diols undergo cyclodehydration upon treatment with cationic N‐heterocyclic carbene (NHC)–Ir(III) complexes to give tetrahydrofurans and tetrahydropyrans, respectively. The mechanism was investigated, and a metal‐hydride‐driven pathway was proposed for all substrates, except for very electron‐rich ones. This contrasts with the well‐established classical pathways that involve nucleophilic substitution.
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spelling pubmed-73795572020-07-24 Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex González Miera, Greco Bermejo López, Aitor Martínez‐Castro, Elisa Norrby, Per‐Ola Martín‐Matute, Belén Chemistry Full Papers 1,4‐ and 1,5‐diols undergo cyclodehydration upon treatment with cationic N‐heterocyclic carbene (NHC)–Ir(III) complexes to give tetrahydrofurans and tetrahydropyrans, respectively. The mechanism was investigated, and a metal‐hydride‐driven pathway was proposed for all substrates, except for very electron‐rich ones. This contrasts with the well‐established classical pathways that involve nucleophilic substitution. John Wiley and Sons Inc. 2019-01-23 2019-02-18 /pmc/articles/PMC7379557/ /pubmed/30475410 http://dx.doi.org/10.1002/chem.201805460 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
González Miera, Greco
Bermejo López, Aitor
Martínez‐Castro, Elisa
Norrby, Per‐Ola
Martín‐Matute, Belén
Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex
title Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex
title_full Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex
title_fullStr Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex
title_full_unstemmed Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex
title_short Nonclassical Mechanism in the Cyclodehydration of Diols Catalyzed by a Bifunctional Iridium Complex
title_sort nonclassical mechanism in the cyclodehydration of diols catalyzed by a bifunctional iridium complex
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7379557/
https://www.ncbi.nlm.nih.gov/pubmed/30475410
http://dx.doi.org/10.1002/chem.201805460
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