Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines

Autores
Uberman, Paula Marina; Lanteri, Mario Nicolas; Martín, Sandra Elizabeth
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
An efficient one-pot, two-step Pd-catalyzed arsination with n-Bu 3SnAsPh2 (1) and sterically hindered aryl iodides (ArI) with different functional groups is reported. The cross-coupling reactions of this stannane with ArI afforded the functionalized triarylarsines in very good isolated yields (71-88%). By using this methodology, a biphenyl arsine ligand, AsPh2(bph), was achieved and its use as ligand in the Pd-catalyzed arsination with RfI to obtain perfluoroalkylarsines is also reported. In this reaction, the activity of a variety of phosphine and arsine ligands was investigated. The new biphenyl arsine ligand AsPh2(bph) proved to be the best one for the arsination reaction with RfI.
Fil: Uberman, Paula Marina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Lanteri, Mario Nicolas. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Martín, Sandra Elizabeth. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Materia
Arsination
Arsine Ligands
Palladium
Organoheteroatom Stannanes
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:11336/114039
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsinesUberman, Paula MarinaLanteri, Mario NicolasMartín, Sandra ElizabethArsinationArsine LigandsPalladiumOrganoheteroatom Stannaneshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1An efficient one-pot, two-step Pd-catalyzed arsination with n-Bu 3SnAsPh2 (1) and sterically hindered aryl iodides (ArI) with different functional groups is reported. The cross-coupling reactions of this stannane with ArI afforded the functionalized triarylarsines in very good isolated yields (71-88%). By using this methodology, a biphenyl arsine ligand, AsPh2(bph), was achieved and its use as ligand in the Pd-catalyzed arsination with RfI to obtain perfluoroalkylarsines is also reported. In this reaction, the activity of a variety of phosphine and arsine ligands was investigated. The new biphenyl arsine ligand AsPh2(bph) proved to be the best one for the arsination reaction with RfI.Fil: Uberman, Paula Marina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Lanteri, Mario Nicolas. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Martín, Sandra Elizabeth. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaAmerican Chemical Society2009-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/114039Uberman, Paula Marina; Lanteri, Mario Nicolas; Martín, Sandra Elizabeth; Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines; American Chemical Society; Organometallics; 28; 24; 12-2009; 6927-69340276-73331520-6041CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/om900732cinfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/abs/10.1021/om900732cinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:52:10Zoai:ri.conicet.gov.ar:11336/114039instacron: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:34982025-09-29 09:52:11.228CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines
title Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines
spellingShingle Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines
Uberman, Paula Marina
Arsination
Arsine Ligands
Palladium
Organoheteroatom Stannanes
title_short Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines
title_full Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines
title_fullStr Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines
title_full_unstemmed Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines
title_sort Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines
dc.creator.none.fl_str_mv Uberman, Paula Marina
Lanteri, Mario Nicolas
Martín, Sandra Elizabeth
author Uberman, Paula Marina
author_facet Uberman, Paula Marina
Lanteri, Mario Nicolas
Martín, Sandra Elizabeth
author_role author
author2 Lanteri, Mario Nicolas
Martín, Sandra Elizabeth
author2_role author
author
dc.subject.none.fl_str_mv Arsination
Arsine Ligands
Palladium
Organoheteroatom Stannanes
topic Arsination
Arsine Ligands
Palladium
Organoheteroatom Stannanes
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv An efficient one-pot, two-step Pd-catalyzed arsination with n-Bu 3SnAsPh2 (1) and sterically hindered aryl iodides (ArI) with different functional groups is reported. The cross-coupling reactions of this stannane with ArI afforded the functionalized triarylarsines in very good isolated yields (71-88%). By using this methodology, a biphenyl arsine ligand, AsPh2(bph), was achieved and its use as ligand in the Pd-catalyzed arsination with RfI to obtain perfluoroalkylarsines is also reported. In this reaction, the activity of a variety of phosphine and arsine ligands was investigated. The new biphenyl arsine ligand AsPh2(bph) proved to be the best one for the arsination reaction with RfI.
Fil: Uberman, Paula Marina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Lanteri, Mario Nicolas. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Martín, Sandra Elizabeth. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
description An efficient one-pot, two-step Pd-catalyzed arsination with n-Bu 3SnAsPh2 (1) and sterically hindered aryl iodides (ArI) with different functional groups is reported. The cross-coupling reactions of this stannane with ArI afforded the functionalized triarylarsines in very good isolated yields (71-88%). By using this methodology, a biphenyl arsine ligand, AsPh2(bph), was achieved and its use as ligand in the Pd-catalyzed arsination with RfI to obtain perfluoroalkylarsines is also reported. In this reaction, the activity of a variety of phosphine and arsine ligands was investigated. The new biphenyl arsine ligand AsPh2(bph) proved to be the best one for the arsination reaction with RfI.
publishDate 2009
dc.date.none.fl_str_mv 2009-12
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/11336/114039
Uberman, Paula Marina; Lanteri, Mario Nicolas; Martín, Sandra Elizabeth; Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines; American Chemical Society; Organometallics; 28; 24; 12-2009; 6927-6934
0276-7333
1520-6041
CONICET Digital
CONICET
url http://hdl.handle.net/11336/114039
identifier_str_mv Uberman, Paula Marina; Lanteri, Mario Nicolas; Martín, Sandra Elizabeth; Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines; American Chemical Society; Organometallics; 28; 24; 12-2009; 6927-6934
0276-7333
1520-6041
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1021/om900732c
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/abs/10.1021/om900732c
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
application/pdf
application/pdf
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: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 13.070432

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