Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene

A phosphine‐stabilized silacyclopropyl cation 2 has been synthesized and fully characterized. Of particular interest, 2 reversibly isomerizes into the corresponding seven‐membered cyclic (alkyl)(amino)silylene 3 at room temperature via a formal migratory ethylene insertion into the Si−P bond. Althou...

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Autores principales: Nougué, Raphaël, Takahashi, Shintaro, Baceiredo, Antoine, Saffon‐Merceron, Nathalie, Branchadell, Vicenç, Kato, Tsuyoshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10108311/
https://www.ncbi.nlm.nih.gov/pubmed/36445806
http://dx.doi.org/10.1002/anie.202215394
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author Nougué, Raphaël
Takahashi, Shintaro
Baceiredo, Antoine
Saffon‐Merceron, Nathalie
Branchadell, Vicenç
Kato, Tsuyoshi
author_facet Nougué, Raphaël
Takahashi, Shintaro
Baceiredo, Antoine
Saffon‐Merceron, Nathalie
Branchadell, Vicenç
Kato, Tsuyoshi
author_sort Nougué, Raphaël
collection PubMed
description A phosphine‐stabilized silacyclopropyl cation 2 has been synthesized and fully characterized. Of particular interest, 2 reversibly isomerizes into the corresponding seven‐membered cyclic (alkyl)(amino)silylene 3 at room temperature via a formal migratory ethylene insertion into the Si−P bond. Although silylene 3 has not been spectroscopically detected, its transient formation has been evidenced by the isolation of the corresponding disilene dimer 5 as well as by trapping reactions.
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spelling pubmed-101083112023-04-18 Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene Nougué, Raphaël Takahashi, Shintaro Baceiredo, Antoine Saffon‐Merceron, Nathalie Branchadell, Vicenç Kato, Tsuyoshi Angew Chem Int Ed Engl Research Articles A phosphine‐stabilized silacyclopropyl cation 2 has been synthesized and fully characterized. Of particular interest, 2 reversibly isomerizes into the corresponding seven‐membered cyclic (alkyl)(amino)silylene 3 at room temperature via a formal migratory ethylene insertion into the Si−P bond. Although silylene 3 has not been spectroscopically detected, its transient formation has been evidenced by the isolation of the corresponding disilene dimer 5 as well as by trapping reactions. John Wiley and Sons Inc. 2022-12-14 2023-01-23 /pmc/articles/PMC10108311/ /pubmed/36445806 http://dx.doi.org/10.1002/anie.202215394 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Research Articles
Nougué, Raphaël
Takahashi, Shintaro
Baceiredo, Antoine
Saffon‐Merceron, Nathalie
Branchadell, Vicenç
Kato, Tsuyoshi
Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
title Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
title_full Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
title_fullStr Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
title_full_unstemmed Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
title_short Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
title_sort reversible isomerization between silacyclopropyl cation and cyclic (alkyl)(amino)silylene
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10108311/
https://www.ncbi.nlm.nih.gov/pubmed/36445806
http://dx.doi.org/10.1002/anie.202215394
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