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Divergent Reactivity of an Isolable Nickelacyclobutane

Nickelacyclobutanes are mostly invoked as reactive intermediates in the reaction of nickel carbenes and olefins to yield cyclopropanes. Nevertheless, early work suggested that other decomposition routes such as β‐hydride elimination and even metathesis could be accessible. Herein, we report the isol...

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Autores principales: Sansores‐Paredes, María L. G., van der Voort, Storm, Lutz, Martin, Moret, Marc‐Etienne
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298726/
https://www.ncbi.nlm.nih.gov/pubmed/34608737
http://dx.doi.org/10.1002/anie.202111389
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author Sansores‐Paredes, María L. G.
van der Voort, Storm
Lutz, Martin
Moret, Marc‐Etienne
author_facet Sansores‐Paredes, María L. G.
van der Voort, Storm
Lutz, Martin
Moret, Marc‐Etienne
author_sort Sansores‐Paredes, María L. G.
collection PubMed
description Nickelacyclobutanes are mostly invoked as reactive intermediates in the reaction of nickel carbenes and olefins to yield cyclopropanes. Nevertheless, early work suggested that other decomposition routes such as β‐hydride elimination and even metathesis could be accessible. Herein, we report the isolation and characterization of a stable pentacoordinated nickelacyclobutane incorporated in a pincer complex. The coordination of different coligands to the nickelacyclobutane determines its selective decomposition along cyclopropanation, metathesis or apparent β‐hydride elimination pathways. DFT calculations shed light on the mechanism of these different pathways.
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spelling pubmed-92987262022-07-21 Divergent Reactivity of an Isolable Nickelacyclobutane Sansores‐Paredes, María L. G. van der Voort, Storm Lutz, Martin Moret, Marc‐Etienne Angew Chem Int Ed Engl Communications Nickelacyclobutanes are mostly invoked as reactive intermediates in the reaction of nickel carbenes and olefins to yield cyclopropanes. Nevertheless, early work suggested that other decomposition routes such as β‐hydride elimination and even metathesis could be accessible. Herein, we report the isolation and characterization of a stable pentacoordinated nickelacyclobutane incorporated in a pincer complex. The coordination of different coligands to the nickelacyclobutane determines its selective decomposition along cyclopropanation, metathesis or apparent β‐hydride elimination pathways. DFT calculations shed light on the mechanism of these different pathways. John Wiley and Sons Inc. 2021-11-08 2021-12-13 /pmc/articles/PMC9298726/ /pubmed/34608737 http://dx.doi.org/10.1002/anie.202111389 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Sansores‐Paredes, María L. G.
van der Voort, Storm
Lutz, Martin
Moret, Marc‐Etienne
Divergent Reactivity of an Isolable Nickelacyclobutane
title Divergent Reactivity of an Isolable Nickelacyclobutane
title_full Divergent Reactivity of an Isolable Nickelacyclobutane
title_fullStr Divergent Reactivity of an Isolable Nickelacyclobutane
title_full_unstemmed Divergent Reactivity of an Isolable Nickelacyclobutane
title_short Divergent Reactivity of an Isolable Nickelacyclobutane
title_sort divergent reactivity of an isolable nickelacyclobutane
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9298726/
https://www.ncbi.nlm.nih.gov/pubmed/34608737
http://dx.doi.org/10.1002/anie.202111389
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