Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts

[EN] An alternative to the Lindlar catalyst for the semihydrogenation reaction of alkynes to alkenes is of high interest. Here we show that palladium on carbon (Pd/C), i.e., a widely available supported Pd catalyst, is converted from an unselective to a chemoselective catalyst during the semihydroge...

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Autores: Ballesteros-Soberanas, Jordi, Leyva Perez, Antonio|||0000-0003-1063-5811
Tipo de recurso: artículo
Fecha de publicación:2023
País:España
Institución:Universitat Politècnica de València (UPV)
Repositorio:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
Idioma:inglés
OAI Identifier:oai:riunet.upv.es:10251/212765
Acceso en línea:https://riunet.upv.es/handle/10251/212765
Access Level:acceso abierto
Palabra clave:Electron-poor phosphines
Semihydrogenation reaction
Alkynes
Carbon catalysts
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spelling Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon CatalystsBallesteros-Soberanas, JordiLeyva Perez, Antonio|||0000-0003-1063-5811Electron-poor phosphinesSemihydrogenation reactionAlkynesCarbon catalysts[EN] An alternative to the Lindlar catalyst for the semihydrogenation reaction of alkynes to alkenes is of high interest. Here we show that palladium on carbon (Pd/C), i.e., a widely available supported Pd catalyst, is converted from an unselective to a chemoselective catalyst during the semihydrogenation reaction of alkynes, after the addition of catalytic amounts of commercially available electron-poor phosphines. The catalytic activity is <= 7 times greater, and the selectivity is comparable to that of the industrial benchmark Lindlar catalyst.J.B.-S. is thankful for "La Caixa" Foundation Grant 100010434 (code LCF/BQ/DI19/11730029). This work is part of Projects PID2020-115100GB-I00 (funded by MCIN/AEI/10.13039/501100011033MICIIN), "Severo Ochoa" SEV-2016-0683 (funded by MINECO) , and "La Caixa" Foundation Grant 100010434 (code LCF/BQ/DI19/11730029) . Financial support by the Severo Ochoa center of excellence program (CEX2021-001230-S) is also gratefully acknowledged.American Chemical SocietyInstituto Universitario Mixto de Tecnología QuímicaAgencia Estatal de InvestigaciónMinisterio de Economía y CompetitividadFundació Bancària Caixa d'Estalvis i Pensions de BarcelonaRepositorio Institucional de la Universitat Politècnica de València Riunet20232023-01-23journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://riunet.upv.es/handle/10251/212765reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valénciainstname:Universitat Politècnica de València (UPV)InglésengAgencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020 PID2020-115100GB-I00 CLUSTERES CATALITICOS MULTIMETALICOS Y DE ALTA ENTROPIA PARA SINTESIS ORGANICAMinisterio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 SEV-2016-0683Fundació Bancària Caixa d'Estalvis i Pensions de Barcelona Fundació Bancària Caixa d'Estalvis i Pensions de Barcelona LCF%2FBQ%2FDI19%2F11730029Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 CEX2021-001230-Sopen accesshttp://purl.org/coar/access_right/c_abf2Reconocimiento (by)http://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:riunet.upv.es:10251/2127652026-06-13T07:49:27Z
dc.title.none.fl_str_mv Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts
title Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts
spellingShingle Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts
Ballesteros-Soberanas, Jordi
Electron-poor phosphines
Semihydrogenation reaction
Alkynes
Carbon catalysts
title_short Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts
title_full Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts
title_fullStr Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts
title_full_unstemmed Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts
title_sort Electron-Poor Phosphines Enable the Selective Semihydrogenation Reaction of Alkynes with Pd on Carbon Catalysts
dc.creator.none.fl_str_mv Ballesteros-Soberanas, Jordi
Leyva Perez, Antonio|||0000-0003-1063-5811
author Ballesteros-Soberanas, Jordi
author_facet Ballesteros-Soberanas, Jordi
Leyva Perez, Antonio|||0000-0003-1063-5811
author_role author
author2 Leyva Perez, Antonio|||0000-0003-1063-5811
author2_role author
dc.contributor.none.fl_str_mv Instituto Universitario Mixto de Tecnología Química
Agencia Estatal de Investigación
Ministerio de Economía y Competitividad
Fundació Bancària Caixa d'Estalvis i Pensions de Barcelona
Repositorio Institucional de la Universitat Politècnica de València Riunet
dc.subject.none.fl_str_mv Electron-poor phosphines
Semihydrogenation reaction
Alkynes
Carbon catalysts
topic Electron-poor phosphines
Semihydrogenation reaction
Alkynes
Carbon catalysts
description [EN] An alternative to the Lindlar catalyst for the semihydrogenation reaction of alkynes to alkenes is of high interest. Here we show that palladium on carbon (Pd/C), i.e., a widely available supported Pd catalyst, is converted from an unselective to a chemoselective catalyst during the semihydrogenation reaction of alkynes, after the addition of catalytic amounts of commercially available electron-poor phosphines. The catalytic activity is <= 7 times greater, and the selectivity is comparable to that of the industrial benchmark Lindlar catalyst.
publishDate 2023
dc.date.none.fl_str_mv 2023
2023-01-23
dc.type.none.fl_str_mv journal 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://riunet.upv.es/handle/10251/212765
url https://riunet.upv.es/handle/10251/212765
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020 PID2020-115100GB-I00 CLUSTERES CATALITICOS MULTIMETALICOS Y DE ALTA ENTROPIA PARA SINTESIS ORGANICA
Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 SEV-2016-0683
Fundació Bancària Caixa d'Estalvis i Pensions de Barcelona Fundació Bancària Caixa d'Estalvis i Pensions de Barcelona LCF%2FBQ%2FDI19%2F11730029
Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 CEX2021-001230-S
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Reconocimiento (by)
http://creativecommons.org/licenses/by/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
Reconocimiento (by)
http://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
instname:Universitat Politècnica de València (UPV)
instname_str Universitat Politècnica de València (UPV)
reponame_str RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
collection RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia
repository.name.fl_str_mv
repository.mail.fl_str_mv
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