Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt

Autores
Planellas, Marc; Moglie, Yanina Fernanda; Alonso, Francisco; Yus, Miguel; Pleixats, Roser; Shafir, Alexandr
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Palladium nanoparticles, prepared by the hydrogenation of Pd(dba)2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a convenient protocol for the fluoride-free Hiyama coupling of vinylsilanes with aryl iodides that involves the use of sodium hydroxide as promoter in a methanol/water mixture. Under the developed conditions, one-pot, double Heck and Hiyama–Heck reactions are successfully achieved.
Fil: Planellas, Marc. Universitat Autònoma de Barcelona; España
Fil: Moglie, Yanina Fernanda. Universidad de Alicante; España. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Alonso, Francisco. Universidad de Alicante; España
Fil: Yus, Miguel. Universidad de Alicante; España
Fil: Pleixats, Roser. Universitat Autònoma de Barcelona; España
Fil: Shafir, Alexandr. Universitat Autònoma de Barcelona; España
Materia
Heck Reactions
Sonogashira Reactions
Hiyama Reactions
Palladium Nanoparticles
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/30493
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/30493
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium SaltPlanellas, MarcMoglie, Yanina FernandaAlonso, FranciscoYus, MiguelPleixats, RoserShafir, AlexandrHeck ReactionsSonogashira ReactionsHiyama ReactionsPalladium Nanoparticleshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Palladium nanoparticles, prepared by the hydrogenation of Pd(dba)2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a convenient protocol for the fluoride-free Hiyama coupling of vinylsilanes with aryl iodides that involves the use of sodium hydroxide as promoter in a methanol/water mixture. Under the developed conditions, one-pot, double Heck and Hiyama–Heck reactions are successfully achieved.Fil: Planellas, Marc. Universitat Autònoma de Barcelona; EspañaFil: Moglie, Yanina Fernanda. Universidad de Alicante; España. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Alonso, Francisco. Universidad de Alicante; EspañaFil: Yus, Miguel. Universidad de Alicante; EspañaFil: Pleixats, Roser. Universitat Autònoma de Barcelona; EspañaFil: Shafir, Alexandr. Universitat Autònoma de Barcelona; EspañaWiley VCH Verlag2014-04info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/30493Planellas, Marc; Moglie, Yanina Fernanda; Alonso, Francisco; Yus, Miguel; Pleixats, Roser; et al.; Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt; Wiley VCH Verlag; European Journal of Organic Chemistry; 2014; 14; 4-2014; 3001-30081434-193XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1002/ejoc.201400162info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201400162/abstractinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:55:47Zoai:ri.conicet.gov.ar:11336/30493instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:55:47.991CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt
title Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt
spellingShingle Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt
Planellas, Marc
Heck Reactions
Sonogashira Reactions
Hiyama Reactions
Palladium Nanoparticles
title_short Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt
title_full Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt
title_fullStr Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt
title_full_unstemmed Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt
title_sort Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt
dc.creator.none.fl_str_mv Planellas, Marc
Moglie, Yanina Fernanda
Alonso, Francisco
Yus, Miguel
Pleixats, Roser
Shafir, Alexandr
author Planellas, Marc
author_facet Planellas, Marc
Moglie, Yanina Fernanda
Alonso, Francisco
Yus, Miguel
Pleixats, Roser
Shafir, Alexandr
author_role author
author2 Moglie, Yanina Fernanda
Alonso, Francisco
Yus, Miguel
Pleixats, Roser
Shafir, Alexandr
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Heck Reactions
Sonogashira Reactions
Hiyama Reactions
Palladium Nanoparticles
topic Heck Reactions
Sonogashira Reactions
Hiyama Reactions
Palladium Nanoparticles
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Palladium nanoparticles, prepared by the hydrogenation of Pd(dba)2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a convenient protocol for the fluoride-free Hiyama coupling of vinylsilanes with aryl iodides that involves the use of sodium hydroxide as promoter in a methanol/water mixture. Under the developed conditions, one-pot, double Heck and Hiyama–Heck reactions are successfully achieved.
Fil: Planellas, Marc. Universitat Autònoma de Barcelona; España
Fil: Moglie, Yanina Fernanda. Universidad de Alicante; España. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Alonso, Francisco. Universidad de Alicante; España
Fil: Yus, Miguel. Universidad de Alicante; España
Fil: Pleixats, Roser. Universitat Autònoma de Barcelona; España
Fil: Shafir, Alexandr. Universitat Autònoma de Barcelona; España
description Palladium nanoparticles, prepared by the hydrogenation of Pd(dba)2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a convenient protocol for the fluoride-free Hiyama coupling of vinylsilanes with aryl iodides that involves the use of sodium hydroxide as promoter in a methanol/water mixture. Under the developed conditions, one-pot, double Heck and Hiyama–Heck reactions are successfully achieved.
publishDate 2014
dc.date.none.fl_str_mv 2014-04
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/30493
Planellas, Marc; Moglie, Yanina Fernanda; Alonso, Francisco; Yus, Miguel; Pleixats, Roser; et al.; Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt; Wiley VCH Verlag; European Journal of Organic Chemistry; 2014; 14; 4-2014; 3001-3008
1434-193X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/30493
identifier_str_mv Planellas, Marc; Moglie, Yanina Fernanda; Alonso, Francisco; Yus, Miguel; Pleixats, Roser; et al.; Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt; Wiley VCH Verlag; European Journal of Organic Chemistry; 2014; 14; 4-2014; 3001-3008
1434-193X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/ejoc.201400162
info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201400162/abstract
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.13397

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