Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes

Autores
Baquero, Edwin A.; Silbestri, Gustavo Fabián; Flores, Juan C.; De Jesús, Ernesto
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Oxidative addition of CH3I and alkynes to the platinum(0) complex [Pt(AE)NHC] (1), in which the NHC ligand is a sulfonated version of the IPr ligand (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and AE is diallyl ether, is reported. Reaction with the haloalkane affords the iodomethyl complex [PtI(Me)NHC] (2), whereas the addition of alkynes via C(sp)-H bond activation leads to the corresponding new water-soluble hydride (NHC)PtII complexes 3 and 4. Complexes 3 and 4 were found to be moderately stable in water, displaying an interesting behavior in this solvent. Thus, in the presence of the corresponding olefin, the reaction can be reversible under mild conditions, thus allowing the formation of diolefinic (NHC)Pt0 complexes 1, 5, and 6, with elimination of the alkyne.
Fil: Baquero, Edwin A.. Universidad de Alcalá; España. Universidad Nacional de Colombia; Colombia
Fil: Silbestri, Gustavo Fabián. Universidad de Alcalá; España. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Flores, Juan C.. Universidad de Alcalá; España
Fil: De Jesús, Ernesto. Universidad de Alcalá; España
Materia
Nhc-Pllatinum
Water Soluble Nhc
Alkyne
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:11336/55885
Acceder
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network_acronym_str CONICETDig
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network_name_str CONICET Digital (CONICET)
spelling Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) ComplexesBaquero, Edwin A.Silbestri, Gustavo FabiánFlores, Juan C.De Jesús, ErnestoNhc-PllatinumWater Soluble NhcAlkynehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Oxidative addition of CH3I and alkynes to the platinum(0) complex [Pt(AE)NHC] (1), in which the NHC ligand is a sulfonated version of the IPr ligand (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and AE is diallyl ether, is reported. Reaction with the haloalkane affords the iodomethyl complex [PtI(Me)NHC] (2), whereas the addition of alkynes via C(sp)-H bond activation leads to the corresponding new water-soluble hydride (NHC)PtII complexes 3 and 4. Complexes 3 and 4 were found to be moderately stable in water, displaying an interesting behavior in this solvent. Thus, in the presence of the corresponding olefin, the reaction can be reversible under mild conditions, thus allowing the formation of diolefinic (NHC)Pt0 complexes 1, 5, and 6, with elimination of the alkyne.Fil: Baquero, Edwin A.. Universidad de Alcalá; España. Universidad Nacional de Colombia; ColombiaFil: Silbestri, Gustavo Fabián. Universidad de Alcalá; España. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Flores, Juan C.. Universidad de Alcalá; EspañaFil: De Jesús, Ernesto. Universidad de Alcalá; EspañaAmerican Chemical Society2017-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/55885Baquero, Edwin A.; Silbestri, Gustavo Fabián; Flores, Juan C.; De Jesús, Ernesto; Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes; American Chemical Society; Organometallics; 36; 12; 6-2017; 2271-22740276-7333CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/acs.organomet.7b00207info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.organomet.7b00207info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:47:25Zoai:ri.conicet.gov.ar:11336/55885instacron: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 09:47:25.926CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes
title Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes
spellingShingle Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes
Baquero, Edwin A.
Nhc-Pllatinum
Water Soluble Nhc
Alkyne
title_short Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes
title_full Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes
title_fullStr Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes
title_full_unstemmed Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes
title_sort Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes
dc.creator.none.fl_str_mv Baquero, Edwin A.
Silbestri, Gustavo Fabián
Flores, Juan C.
De Jesús, Ernesto
author Baquero, Edwin A.
author_facet Baquero, Edwin A.
Silbestri, Gustavo Fabián
Flores, Juan C.
De Jesús, Ernesto
author_role author
author2 Silbestri, Gustavo Fabián
Flores, Juan C.
De Jesús, Ernesto
author2_role author
author
author
dc.subject.none.fl_str_mv Nhc-Pllatinum
Water Soluble Nhc
Alkyne
topic Nhc-Pllatinum
Water Soluble Nhc
Alkyne
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Oxidative addition of CH3I and alkynes to the platinum(0) complex [Pt(AE)NHC] (1), in which the NHC ligand is a sulfonated version of the IPr ligand (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and AE is diallyl ether, is reported. Reaction with the haloalkane affords the iodomethyl complex [PtI(Me)NHC] (2), whereas the addition of alkynes via C(sp)-H bond activation leads to the corresponding new water-soluble hydride (NHC)PtII complexes 3 and 4. Complexes 3 and 4 were found to be moderately stable in water, displaying an interesting behavior in this solvent. Thus, in the presence of the corresponding olefin, the reaction can be reversible under mild conditions, thus allowing the formation of diolefinic (NHC)Pt0 complexes 1, 5, and 6, with elimination of the alkyne.
Fil: Baquero, Edwin A.. Universidad de Alcalá; España. Universidad Nacional de Colombia; Colombia
Fil: Silbestri, Gustavo Fabián. Universidad de Alcalá; España. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Flores, Juan C.. Universidad de Alcalá; España
Fil: De Jesús, Ernesto. Universidad de Alcalá; España
description Oxidative addition of CH3I and alkynes to the platinum(0) complex [Pt(AE)NHC] (1), in which the NHC ligand is a sulfonated version of the IPr ligand (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and AE is diallyl ether, is reported. Reaction with the haloalkane affords the iodomethyl complex [PtI(Me)NHC] (2), whereas the addition of alkynes via C(sp)-H bond activation leads to the corresponding new water-soluble hydride (NHC)PtII complexes 3 and 4. Complexes 3 and 4 were found to be moderately stable in water, displaying an interesting behavior in this solvent. Thus, in the presence of the corresponding olefin, the reaction can be reversible under mild conditions, thus allowing the formation of diolefinic (NHC)Pt0 complexes 1, 5, and 6, with elimination of the alkyne.
publishDate 2017
dc.date.none.fl_str_mv 2017-06
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/11336/55885
Baquero, Edwin A.; Silbestri, Gustavo Fabián; Flores, Juan C.; De Jesús, Ernesto; Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes; American Chemical Society; Organometallics; 36; 12; 6-2017; 2271-2274
0276-7333
CONICET Digital
CONICET
url http://hdl.handle.net/11336/55885
identifier_str_mv Baquero, Edwin A.; Silbestri, Gustavo Fabián; Flores, Juan C.; De Jesús, Ernesto; Solvent-Reversible Addition of Alkyne C-H Bonds to Water-Soluble NHC Platinum(0) Complexes; American Chemical Society; Organometallics; 36; 12; 6-2017; 2271-2274
0276-7333
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/acs.organomet.7b00207
info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.organomet.7b00207
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 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
_version_ 1842268857699401728
score 13.13397

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