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: Nougué, Raphaël, Takahashi, Shintaro, Baceiredo, Antoine, Saffon-Merceron, Nathalie, Branchadell, Vicenç|||0000-0003-3480-1669, Kato, Tsuyoshi|||0000-0001-9003-4455
Tipo de recurso: artículo
Fecha de publicación:2022
País:España
Institución:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:inglés
OAI Identifier:oai:ddd.uab.cat:285770
Acceso en línea:https://ddd.uab.cat/record/285770
https://dx.doi.org/urn:doi:10.1002/anie.202215394
Access Level:acceso abierto
Palabra clave:Isomerization
Silylenes
Silylium Ions
Small Rings
Transition Metal Complexes
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spelling Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)SilyleneNougué, RaphaëlTakahashi, ShintaroBaceiredo, AntoineSaffon-Merceron, NathalieBranchadell, Vicenç|||0000-0003-3480-1669Kato, Tsuyoshi|||0000-0001-9003-4455IsomerizationSilylenesSilylium IonsSmall RingsTransition Metal ComplexesA 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. A phosphine-stabilized silacyclopropyl cation has been synthesized and fully characterized. Interestingly, this silacyclopropyl cation reversibly isomerizes into the corresponding seven-membered cyclic (alkyl)(amino)silylene at room temperature via a formal migratory ethylene insertion into the Si-P bond. Although the silylene has not been spectroscopically detected, its transient formation has been evidenced by various trapping reactions. 22022-01-0120222022-01-01Articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://ddd.uab.cat/record/285770https://dx.doi.org/urn:doi:10.1002/anie.202215394reponame:Dipòsit Digital de Documents de la UABinstname:Universitat Autònoma de BarcelonaInglésengEuropean Commission https://doi.org/10.13039/501100000780 306658Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PID2020-116861GB-I00open accesshttp://purl.org/coar/access_right/c_abf2Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, i la comunicació pública de l'obra, sempre que no sigui amb finalitats comercials, i sempre que es reconegui l'autoria de l'obra original. No es permet la creació d'obres derivades.https://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:ddd.uab.cat:2857702026-06-06T12:50:31Z
dc.title.none.fl_str_mv Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
title Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
spellingShingle Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
Nougué, Raphaël
Isomerization
Silylenes
Silylium Ions
Small Rings
Transition Metal Complexes
title_short 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_sort Reversible Isomerization Between Silacyclopropyl Cation and Cyclic (Alkyl)(Amino)Silylene
dc.creator.none.fl_str_mv Nougué, Raphaël
Takahashi, Shintaro
Baceiredo, Antoine
Saffon-Merceron, Nathalie
Branchadell, Vicenç|||0000-0003-3480-1669
Kato, Tsuyoshi|||0000-0001-9003-4455
author Nougué, Raphaël
author_facet Nougué, Raphaël
Takahashi, Shintaro
Baceiredo, Antoine
Saffon-Merceron, Nathalie
Branchadell, Vicenç|||0000-0003-3480-1669
Kato, Tsuyoshi|||0000-0001-9003-4455
author_role author
author2 Takahashi, Shintaro
Baceiredo, Antoine
Saffon-Merceron, Nathalie
Branchadell, Vicenç|||0000-0003-3480-1669
Kato, Tsuyoshi|||0000-0001-9003-4455
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Isomerization
Silylenes
Silylium Ions
Small Rings
Transition Metal Complexes
topic Isomerization
Silylenes
Silylium Ions
Small Rings
Transition Metal Complexes
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. A phosphine-stabilized silacyclopropyl cation has been synthesized and fully characterized. Interestingly, this silacyclopropyl cation reversibly isomerizes into the corresponding seven-membered cyclic (alkyl)(amino)silylene at room temperature via a formal migratory ethylene insertion into the Si-P bond. Although the silylene has not been spectroscopically detected, its transient formation has been evidenced by various trapping reactions.
publishDate 2022
dc.date.none.fl_str_mv 2
2022-01-01
2022
2022-01-01
dc.type.none.fl_str_mv Article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://ddd.uab.cat/record/285770
https://dx.doi.org/urn:doi:10.1002/anie.202215394
url https://ddd.uab.cat/record/285770
https://dx.doi.org/urn:doi:10.1002/anie.202215394
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv European Commission https://doi.org/10.13039/501100000780 306658
Agencia Estatal de Investigación https://doi.org/10.13039/501100011033 PID2020-116861GB-I00
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by-nc-nd/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:Dipòsit Digital de Documents de la UAB
instname:Universitat Autònoma de Barcelona
instname_str Universitat Autònoma de Barcelona
reponame_str Dipòsit Digital de Documents de la UAB
collection Dipòsit Digital de Documents de la UAB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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