A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings

Unraveling the mechanistic details of copper-catalyzed arylation of nucleophiles (Ullmann-type couplings) is a very challenging task. It is a matter of intense debate whether it is a radical-based process or an organometallic redox- based process. The ancillary ligand choice in Ullmann-type coupling...

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Autores: Rovira Coll, Mireia, Jašíková, Lucie, Andris, Erik, Acuña-Parés, Ferran, Soler Vives, Marta, Güell Costa, Imma, Wang, Ming Zheng, Gómez Martín, Laura, Luis Luis, Josep Maria, Roithová, Jana, Ribas Salamaña, Xavi
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2017
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:10256/14717
Acceso en línea:http://hdl.handle.net/10256/14717
Access Level:acceso abierto
Palabra clave:Catalitzadors de coure
Copper catalysts
Catàlisi
Catalysis
Reaccions químiques
Chemical reactions
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spelling A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplingsRovira Coll, MireiaJašíková, LucieAndris, ErikAcuña-Parés, FerranSoler Vives, MartaGüell Costa, ImmaWang, Ming ZhengGómez Martín, LauraLuis Luis, Josep MariaRoithová, JanaRibas Salamaña, XaviCatalitzadors de coureCopper catalystsCatàlisiCatalysisReaccions químiquesChemical reactionsUnraveling the mechanistic details of copper-catalyzed arylation of nucleophiles (Ullmann-type couplings) is a very challenging task. It is a matter of intense debate whether it is a radical-based process or an organometallic redox- based process. The ancillary ligand choice in Ullmann-type couplings plays a key role in such transformations and can strongly influence the catalytic efficiency as well as the mechanism. Here, we show how a predesigned tridentate pincer-like catalyst undergoes a deactivation pathway through a Cu I /Cu III prototypical mechanism as demonstrated by helium-tagging infrared photodissociation (IRPD) spectroscopy and DFT studies, lending a strong support to the existence of an aryl-Cu III species in the Ullmann couplings using this tridentate ligandRoyal Society of Chemistry (RSC)2017info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10256/14717http://hdl.handle.net/10256/14717Chemical Communications, 2017, vol. 53, p. 8786-8789Articles publicats (D-Q)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)Inglésinfo:eu-repo/semantics/altIdentifier/doi/10.1039/c7cc04491ginfo:eu-repo/semantics/altIdentifier/issn/1359-7345info:eu-repo/semantics/altIdentifier/eissn/1364-548XAttribution-NonCommercial 3.0 Spainhttp://creativecommons.org/licenses/by-nc/3.0/es/info:eu-repo/semantics/openAccessoai:recercat.cat:10256/147172026-05-29T05:05:01Z
dc.title.none.fl_str_mv A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings
title A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings
spellingShingle A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings
Rovira Coll, Mireia
Catalitzadors de coure
Copper catalysts
Catàlisi
Catalysis
Reaccions químiques
Chemical reactions
title_short A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings
title_full A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings
title_fullStr A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings
title_full_unstemmed A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings
title_sort A CuI /CuIII prototypical organometallic mechanism for the deactivation of an active pincer-like CuI catalyst in Ullmann-type couplings
dc.creator.none.fl_str_mv Rovira Coll, Mireia
Jašíková, Lucie
Andris, Erik
Acuña-Parés, Ferran
Soler Vives, Marta
Güell Costa, Imma
Wang, Ming Zheng
Gómez Martín, Laura
Luis Luis, Josep Maria
Roithová, Jana
Ribas Salamaña, Xavi
author Rovira Coll, Mireia
author_facet Rovira Coll, Mireia
Jašíková, Lucie
Andris, Erik
Acuña-Parés, Ferran
Soler Vives, Marta
Güell Costa, Imma
Wang, Ming Zheng
Gómez Martín, Laura
Luis Luis, Josep Maria
Roithová, Jana
Ribas Salamaña, Xavi
author_role author
author2 Jašíková, Lucie
Andris, Erik
Acuña-Parés, Ferran
Soler Vives, Marta
Güell Costa, Imma
Wang, Ming Zheng
Gómez Martín, Laura
Luis Luis, Josep Maria
Roithová, Jana
Ribas Salamaña, Xavi
author2_role author
author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Catalitzadors de coure
Copper catalysts
Catàlisi
Catalysis
Reaccions químiques
Chemical reactions
topic Catalitzadors de coure
Copper catalysts
Catàlisi
Catalysis
Reaccions químiques
Chemical reactions
description Unraveling the mechanistic details of copper-catalyzed arylation of nucleophiles (Ullmann-type couplings) is a very challenging task. It is a matter of intense debate whether it is a radical-based process or an organometallic redox- based process. The ancillary ligand choice in Ullmann-type couplings plays a key role in such transformations and can strongly influence the catalytic efficiency as well as the mechanism. Here, we show how a predesigned tridentate pincer-like catalyst undergoes a deactivation pathway through a Cu I /Cu III prototypical mechanism as demonstrated by helium-tagging infrared photodissociation (IRPD) spectroscopy and DFT studies, lending a strong support to the existence of an aryl-Cu III species in the Ullmann couplings using this tridentate ligand
publishDate 2017
dc.date.none.fl_str_mv 2017
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10256/14717
http://hdl.handle.net/10256/14717
url http://hdl.handle.net/10256/14717
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1039/c7cc04491g
info:eu-repo/semantics/altIdentifier/issn/1359-7345
info:eu-repo/semantics/altIdentifier/eissn/1364-548X
dc.rights.none.fl_str_mv Attribution-NonCommercial 3.0 Spain
http://creativecommons.org/licenses/by-nc/3.0/es/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial 3.0 Spain
http://creativecommons.org/licenses/by-nc/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry (RSC)
publisher.none.fl_str_mv Royal Society of Chemistry (RSC)
dc.source.none.fl_str_mv Chemical Communications, 2017, vol. 53, p. 8786-8789
Articles publicats (D-Q)
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
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score 15,81155

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