Single-Carbon Insertion into Single C–C Bonds with Diazirines

A novel platform for the skeletal editing of single C–C bonds via a single-carbon insertion has been developed using diazirines. This strategy involves the photogeneration of arylchlorocarbenes as carbynoid species that undergo site-selective carbene insertion into tertiary C–H bonds and a subsequen...

Descripción completa

Detalles Bibliográficos
Autores: Alfonso, Valero G., de la Vega-Hernández, Karen, Suero, Marcos G.
Tipo de recurso: artículo
Fecha de publicación:2024
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/480030
Acceso en línea:http://hdl.handle.net/2072/480030
https://doi.org/10.1021/jacs.4c12632
Access Level:acceso abierto
Palabra clave:Química
54
id ES_9bb38ff4a3bac7ac34da8d28f27ddfac
oai_identifier_str oai:recercat.cat:2072/480030
network_acronym_str ES
network_name_str España
repository_id_str
spelling Single-Carbon Insertion into Single C–C Bonds with DiazirinesAlfonso, Valero G.de la Vega-Hernández, KarenSuero, Marcos G.Química54A novel platform for the skeletal editing of single C–C bonds via a single-carbon insertion has been developed using diazirines. This strategy involves the photogeneration of arylchlorocarbenes as carbynoid species that undergo site-selective carbene insertion into tertiary C–H bonds and a subsequent Wagner–Meerwein rearrangement promoted by a silver salt. Our skeletal editing strategy based on a formal selective carbyne C–C bond insertion has been demonstrated in six core-to-core conversions, including linear and cyclic benzylic substrates, alkanes and late-stage functionalizations.info:eu-repo/semantics/publishedVersionACS Publications2024info:eu-repo/semantics/article6 p.application/pdfhttp://hdl.handle.net/2072/480030https://doi.org/10.1021/jacs.4c12632RECERCAT (Dipòsit de la Recerca de Catalunya)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésEuropean Research Council (ERC-CoG 2019, 865554)Agencia Estatal de Investigación (AEI, 10.13039/501100011033) of the Ministerio de Ciencia, Innovación y Universidades (PID2022-140286NB-I00, Severo Ochoa Excellence Accreditation 2020–2023 CEX2019-000925-S)ICIQ FoundationCERCA Programme/Generalitat de CatalunyaAGAUR for a FI predoctoral fellowship (2022 FI_B 00540 to V.G.A)European Union for a Marie Skłodowska-Curie Individual Fellowship (101110735 to K.V.H.)Attribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:recercat.cat:2072/4800302026-05-29T05:05:01Z
dc.title.none.fl_str_mv Single-Carbon Insertion into Single C–C Bonds with Diazirines
title Single-Carbon Insertion into Single C–C Bonds with Diazirines
spellingShingle Single-Carbon Insertion into Single C–C Bonds with Diazirines
Alfonso, Valero G.
Química
54
title_short Single-Carbon Insertion into Single C–C Bonds with Diazirines
title_full Single-Carbon Insertion into Single C–C Bonds with Diazirines
title_fullStr Single-Carbon Insertion into Single C–C Bonds with Diazirines
title_full_unstemmed Single-Carbon Insertion into Single C–C Bonds with Diazirines
title_sort Single-Carbon Insertion into Single C–C Bonds with Diazirines
dc.creator.none.fl_str_mv Alfonso, Valero G.
de la Vega-Hernández, Karen
Suero, Marcos G.
author Alfonso, Valero G.
author_facet Alfonso, Valero G.
de la Vega-Hernández, Karen
Suero, Marcos G.
author_role author
author2 de la Vega-Hernández, Karen
Suero, Marcos G.
author2_role author
author
dc.subject.none.fl_str_mv Química
54
topic Química
54
description A novel platform for the skeletal editing of single C–C bonds via a single-carbon insertion has been developed using diazirines. This strategy involves the photogeneration of arylchlorocarbenes as carbynoid species that undergo site-selective carbene insertion into tertiary C–H bonds and a subsequent Wagner–Meerwein rearrangement promoted by a silver salt. Our skeletal editing strategy based on a formal selective carbyne C–C bond insertion has been demonstrated in six core-to-core conversions, including linear and cyclic benzylic substrates, alkanes and late-stage functionalizations.
publishDate 2024
dc.date.none.fl_str_mv 2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/2072/480030
https://doi.org/10.1021/jacs.4c12632
url http://hdl.handle.net/2072/480030
https://doi.org/10.1021/jacs.4c12632
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv European Research Council (ERC-CoG 2019, 865554)
Agencia Estatal de Investigación (AEI, 10.13039/501100011033) of the Ministerio de Ciencia, Innovación y Universidades (PID2022-140286NB-I00, Severo Ochoa Excellence Accreditation 2020–2023 CEX2019-000925-S)
ICIQ Foundation
CERCA Programme/Generalitat de Catalunya
AGAUR for a FI predoctoral fellowship (2022 FI_B 00540 to V.G.A)
European Union for a Marie Skłodowska-Curie Individual Fellowship (101110735 to K.V.H.)
dc.rights.none.fl_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 6 p.
application/pdf
dc.publisher.none.fl_str_mv ACS Publications
publisher.none.fl_str_mv ACS Publications
dc.source.none.fl_str_mv RECERCAT (Dipòsit de la Recerca de Catalunya)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869414576931471360
score 15.812455

Similares en LA Referencia