Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals

[EN] The substitution of catalytic metals by p-block main elements has a tremendous impact not only in the fundamentals but also in the economic and ecological fingerprint of organic reactions. Here we show that few-layer black phosphorous (FL-BP), a recently discovered and now readily available 2D...

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Autores: Tejeda-Serrano, Maria, Lloret, Vicent, Markus, Bence G., Simon, Ferenc, Hauke, Frank, Hirsch, Andreas, Doménech-Carbó, Antonio, Abellán Sáez, Gonzalo, Leyva Perez, Antonio|||0000-0003-1063-5811
Tipo de recurso: artículo
Fecha de publicación:2020
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:10251/183006
Acceso en línea:https://riunet.upv.es/handle/10251/183006
Access Level:acceso abierto
Palabra clave:Black phosphorus
P-block catalysis
Radical addition
Alkenes
Iron
2D materials
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repository_id_str
dc.title.none.fl_str_mv Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals
title Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals
spellingShingle Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals
Tejeda-Serrano, Maria
Black phosphorus
P-block catalysis
Radical addition
Alkenes
Iron
2D materials
title_short Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals
title_full Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals
title_fullStr Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals
title_full_unstemmed Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals
title_sort Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence Metals
dc.creator.none.fl_str_mv Tejeda-Serrano, Maria
Lloret, Vicent
Markus, Bence G.
Simon, Ferenc
Hauke, Frank
Hirsch, Andreas
Doménech-Carbó, Antonio
Abellán Sáez, Gonzalo
Leyva Perez, Antonio|||0000-0003-1063-5811
author Tejeda-Serrano, Maria
author_facet Tejeda-Serrano, Maria
Lloret, Vicent
Markus, Bence G.
Simon, Ferenc
Hauke, Frank
Hirsch, Andreas
Doménech-Carbó, Antonio
Abellán Sáez, Gonzalo
Leyva Perez, Antonio|||0000-0003-1063-5811
author_role author
author2 Lloret, Vicent
Markus, Bence G.
Simon, Ferenc
Hauke, Frank
Hirsch, Andreas
Doménech-Carbó, Antonio
Abellán Sáez, Gonzalo
Leyva Perez, Antonio|||0000-0003-1063-5811
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Instituto Universitario Mixto de Tecnología Química
European Commission
Generalitat Valenciana
Deutsche Forschungsgemeinschaft
Agencia Estatal de Investigación
Ministerio de Economía y Competitividad
Ministerio de Ciencia, Innovación y Universidades
National Research, Development and Innovation Office, Hungría
Repositorio Institucional de la Universitat Politècnica de València Riunet
dc.subject.none.fl_str_mv Black phosphorus
P-block catalysis
Radical addition
Alkenes
Iron
2D materials
topic Black phosphorus
P-block catalysis
Radical addition
Alkenes
Iron
2D materials
description [EN] The substitution of catalytic metals by p-block main elements has a tremendous impact not only in the fundamentals but also in the economic and ecological fingerprint of organic reactions. Here we show that few-layer black phosphorous (FL-BP), a recently discovered and now readily available 2D material, catalyzes different radical additions to alkenes with an initial turnover frequency (TOF0) up to two orders of magnitude higher than representative state-of-the-art metal complex catalysts at room temperature. The corresponding electron-rich BP intercalation compound (BPIC) KP6 shows a nearly twice TOF0 increase with respect to FL-BP. This increase in catalytic activity respect to the neutral counterpart also occurs in other 2D materials (graphene vs. KC8) and metal complex catalysts (Fe-0 vs. Fe2- carbon monoxide complexes). This reactive parallelism opens the door for cross-fertilization between 2D materials and metal catalysts in organic synthesis.
publishDate 2020
dc.date.none.fl_str_mv 2020
2020-04-20
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/10251/183006
url https://riunet.upv.es/handle/10251/183006
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv National Research, Development and Innovation Office, Hungría https://doi.org/10.13039/501100011019 K119442
Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016 CTQ2017-86735-P CATALISIS CON ATOMOS METALICOS AISLADOS Y CLUSTERES ULTRAPEQUEÑOS BIEN DEFINIDOS, SIN LIGANDOS Y CONFINADOS
National Research, Development and Innovation Office, Hungría https://doi.org/10.13039/501100011019 2017-1.2.1-NKP-2017-00001
European Commission https://doi.org/10.13039/501100000780 H2020 742145
Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 MDM-2015-0538 INSTITUTO DE CIENCIA MOLECULAR
European Commission https://doi.org/10.13039/501100000780 H2020 804110
Ministerio de Ciencia, Innovación y Universidades https://doi.org/10.13039/100014440 SEV-2016-0683
Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 CTQ2014-55178-R HIERRO Y BISMUTO SUB-NANOMETRICO Y CATALITICO
Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 MDM-2015-0538
Generalitat Valenciana https://doi.org/10.13039/501100003359 CIDEGENT%2F2018%2F001
Deutsche Forschungsgemeinschaft https://doi.org/10.13039/501100001659 FLAG-ERA AB694%2F2-1
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 John Wiley & Sons
publisher.none.fl_str_mv John Wiley & Sons
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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spelling Few-layer Black Phosphorous Catalyzes Radical Additions to Alkenes Faster than Low-valence MetalsTejeda-Serrano, MariaLloret, VicentMarkus, Bence G.Simon, FerencHauke, FrankHirsch, AndreasDoménech-Carbó, AntonioAbellán Sáez, GonzaloLeyva Perez, Antonio|||0000-0003-1063-5811Black phosphorusP-block catalysisRadical additionAlkenesIron2D materials[EN] The substitution of catalytic metals by p-block main elements has a tremendous impact not only in the fundamentals but also in the economic and ecological fingerprint of organic reactions. Here we show that few-layer black phosphorous (FL-BP), a recently discovered and now readily available 2D material, catalyzes different radical additions to alkenes with an initial turnover frequency (TOF0) up to two orders of magnitude higher than representative state-of-the-art metal complex catalysts at room temperature. The corresponding electron-rich BP intercalation compound (BPIC) KP6 shows a nearly twice TOF0 increase with respect to FL-BP. This increase in catalytic activity respect to the neutral counterpart also occurs in other 2D materials (graphene vs. KC8) and metal complex catalysts (Fe-0 vs. Fe2- carbon monoxide complexes). This reactive parallelism opens the door for cross-fertilization between 2D materials and metal catalysts in organic synthesis.We thank the European Research Council (ERC Starting Grant 2D-PnictoChem 804110 to G.A. and ERC Advanced Grant 742145 B-PhosphoChem to A.H.). G.A. thanks the financial support from the Spanish MINECO and iDiFEDER/2018/061 co-financed by FEDER (Unit of Excellence "Maria de Maeztu" MDM-2015-0538), the Generalitat Valenciana (CIDEGENT/2018/001 grant), and the Deutsche Forschungsgemeinschaft (DFG, FLAG-ERA AB694/2-1). M. T.-S. thanks ITQ for a contract. A. L.-P. thanks financial support by MINECO (Spain) (Projects CTQ 2014-55178-R, CTQ 2017-86735-P and Excellence Unit "Severo Ochoa" SEV-2016-0683) and also "Convocatoria 2014 de Ayudas Fundacion BBVA a Investigadores y Creadores Culturales". B. G. M. and F. S. were supported by the National Research, Development and Innovation Office of Hungary (NKFIH) Grant Nrs. K119442 and 2017-1.2.1-NKP-2017-00001.John Wiley & SonsInstituto Universitario Mixto de Tecnología QuímicaEuropean CommissionGeneralitat ValencianaDeutsche ForschungsgemeinschaftAgencia Estatal de InvestigaciónMinisterio de Economía y CompetitividadMinisterio de Ciencia, Innovación y UniversidadesNational Research, Development and Innovation Office, HungríaRepositorio Institucional de la Universitat Politècnica de València Riunet20202020-04-20journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://riunet.upv.es/handle/10251/183006reponame:RiuNet. Repositorio Institucional de la Universitat Politécnica de Valénciainstname:Universitat Politècnica de València (UPV)InglésengNational Research, Development and Innovation Office, Hungría https://doi.org/10.13039/501100011019 K119442Agencia Estatal de Investigación http://dx.doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016 CTQ2017-86735-P CATALISIS CON ATOMOS METALICOS AISLADOS Y CLUSTERES ULTRAPEQUEÑOS BIEN DEFINIDOS, SIN LIGANDOS Y CONFINADOSNational Research, Development and Innovation Office, Hungría https://doi.org/10.13039/501100011019 2017-1.2.1-NKP-2017-00001European Commission https://doi.org/10.13039/501100000780 H2020 742145Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 MDM-2015-0538 INSTITUTO DE CIENCIA MOLECULAREuropean Commission https://doi.org/10.13039/501100000780 H2020 804110Ministerio de Ciencia, Innovación y Universidades https://doi.org/10.13039/100014440 SEV-2016-0683Ministerio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 CTQ2014-55178-R HIERRO Y BISMUTO SUB-NANOMETRICO Y CATALITICOMinisterio de Economía y Competitividad http://dx.doi.org/10.13039/501100003329 MDM-2015-0538Generalitat Valenciana https://doi.org/10.13039/501100003359 CIDEGENT%2F2018%2F001Deutsche Forschungsgemeinschaft https://doi.org/10.13039/501100001659 FLAG-ERA AB694%2F2-1open accesshttp://purl.org/coar/access_right/c_abf2Reconocimiento (by)http://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:riunet.upv.es:10251/1830062026-06-13T07:49:27Z
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