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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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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. |
format | Online Article Text |
id | pubmed-9298726 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
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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