Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes

Autores
Lanteri, Mario Nicolas; Rossi, Roberto Arturo; Martín, Sandra Elizabeth
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Pd-catalyzed cross-coupling reaction of organoheteroatom stannanes containing elements of the groups 15 (P, As) and 16 (Se) with perfluoroalkyl iodides (RfI) was studied. Herein, a one-pot two-step reaction to form P-Rf, As-Rf and Se-Rf bonds is reported. The stannanes n-Bu3SnZPhn (Z = P, As, Se; n = 1-2) were generated in situ by the reaction of the PhnZ- anion with n-Bu3SnCl. The cross-coupling reactions of these stannanes with RfI afforded C-heteroatom products, new perfluoroalkylarsines and perfluoroalkylselenides in good yields (47-90%) and perfluoroalkylphosphines in moderate yields (15-48%).
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: Rossi, Roberto Arturo. 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
ORGANOHETEROATOM STANNANES
PD-CATALYZED REACTIONS
PERFLUOROALKYLARSINES
PERFLUOROALKYLPHOSPHINES
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:11336/114341
Acceder
id CONICETDig_954b872f4206c627075dfc574990e115
oai_identifier_str oai:ri.conicet.gov.ar:11336/114341
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanesLanteri, Mario NicolasRossi, Roberto ArturoMartín, Sandra ElizabethORGANOHETEROATOM STANNANESPD-CATALYZED REACTIONSPERFLUOROALKYLARSINESPERFLUOROALKYLPHOSPHINEShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Pd-catalyzed cross-coupling reaction of organoheteroatom stannanes containing elements of the groups 15 (P, As) and 16 (Se) with perfluoroalkyl iodides (RfI) was studied. Herein, a one-pot two-step reaction to form P-Rf, As-Rf and Se-Rf bonds is reported. The stannanes n-Bu3SnZPhn (Z = P, As, Se; n = 1-2) were generated in situ by the reaction of the PhnZ- anion with n-Bu3SnCl. The cross-coupling reactions of these stannanes with RfI afforded C-heteroatom products, new perfluoroalkylarsines and perfluoroalkylselenides in good yields (47-90%) and perfluoroalkylphosphines in moderate yields (15-48%).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; ArgentinaFil: Rossi, Roberto Arturo. 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; ArgentinaElsevier Science Sa2009-10info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/114341Lanteri, Mario Nicolas; Rossi, Roberto Arturo; Martín, Sandra Elizabeth; Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes; Elsevier Science Sa; Journal of Organometallic Chemistry; 694; 21; 10-2009; 3425-34300022-328XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0022328X0900415Xinfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.jorganchem.2009.06.035info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:31:18Zoai:ri.conicet.gov.ar:11336/114341instacron: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:34982025-10-22 11:31:18.889CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes
title Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes
spellingShingle Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes
Lanteri, Mario Nicolas
ORGANOHETEROATOM STANNANES
PD-CATALYZED REACTIONS
PERFLUOROALKYLARSINES
PERFLUOROALKYLPHOSPHINES
title_short Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes
title_full Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes
title_fullStr Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes
title_full_unstemmed Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes
title_sort Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes
dc.creator.none.fl_str_mv Lanteri, Mario Nicolas
Rossi, Roberto Arturo
Martín, Sandra Elizabeth
author Lanteri, Mario Nicolas
author_facet Lanteri, Mario Nicolas
Rossi, Roberto Arturo
Martín, Sandra Elizabeth
author_role author
author2 Rossi, Roberto Arturo
Martín, Sandra Elizabeth
author2_role author
author
dc.subject.none.fl_str_mv ORGANOHETEROATOM STANNANES
PD-CATALYZED REACTIONS
PERFLUOROALKYLARSINES
PERFLUOROALKYLPHOSPHINES
topic ORGANOHETEROATOM STANNANES
PD-CATALYZED REACTIONS
PERFLUOROALKYLARSINES
PERFLUOROALKYLPHOSPHINES
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Pd-catalyzed cross-coupling reaction of organoheteroatom stannanes containing elements of the groups 15 (P, As) and 16 (Se) with perfluoroalkyl iodides (RfI) was studied. Herein, a one-pot two-step reaction to form P-Rf, As-Rf and Se-Rf bonds is reported. The stannanes n-Bu3SnZPhn (Z = P, As, Se; n = 1-2) were generated in situ by the reaction of the PhnZ- anion with n-Bu3SnCl. The cross-coupling reactions of these stannanes with RfI afforded C-heteroatom products, new perfluoroalkylarsines and perfluoroalkylselenides in good yields (47-90%) and perfluoroalkylphosphines in moderate yields (15-48%).
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: Rossi, Roberto Arturo. 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 Pd-catalyzed cross-coupling reaction of organoheteroatom stannanes containing elements of the groups 15 (P, As) and 16 (Se) with perfluoroalkyl iodides (RfI) was studied. Herein, a one-pot two-step reaction to form P-Rf, As-Rf and Se-Rf bonds is reported. The stannanes n-Bu3SnZPhn (Z = P, As, Se; n = 1-2) were generated in situ by the reaction of the PhnZ- anion with n-Bu3SnCl. The cross-coupling reactions of these stannanes with RfI afforded C-heteroatom products, new perfluoroalkylarsines and perfluoroalkylselenides in good yields (47-90%) and perfluoroalkylphosphines in moderate yields (15-48%).
publishDate 2009
dc.date.none.fl_str_mv 2009-10
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/11336/114341
Lanteri, Mario Nicolas; Rossi, Roberto Arturo; Martín, Sandra Elizabeth; Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes; Elsevier Science Sa; Journal of Organometallic Chemistry; 694; 21; 10-2009; 3425-3430
0022-328X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/114341
identifier_str_mv Lanteri, Mario Nicolas; Rossi, Roberto Arturo; Martín, Sandra Elizabeth; Perfluoroalkylphosphines and arsines obtained by Pd-catalyzed cross-coupling reaction with organoheteroatom stannanes; Elsevier Science Sa; Journal of Organometallic Chemistry; 694; 21; 10-2009; 3425-3430
0022-328X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0022328X0900415X
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jorganchem.2009.06.035
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
dc.publisher.none.fl_str_mv Elsevier Science Sa
publisher.none.fl_str_mv Elsevier Science Sa
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 12.982451

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