Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study

Autores
Fernandez, Gabriela Araceli; Dorn, Viviana; Chopa, Alicia Beatriz; Silbestri, Gustavo Fabián
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Density Functional Theories (DFT) methods were applied to describe the catalytic effect of a series of sulfonated NHC gold(I) complexes In order to explain the experimental results obtained in the hydration of phenylacetylene in aqueous media. The complexes [1,3-bis(2,6-diisopropyl-4-sodiumsulfonatophenyl)imidazol-2-ylidene]gold(I) chloride (C1) and [(3-sulfonatepropyl)imidazol-2-ylidene]gold(I) chloride (C5) were considered representative compounds based on their structure and reactivity. In accordance to the experimental results, the DFT studies show that the alkyl chain folds generate a strong steric hindrance and electronic effects on the metal center causing a decrease of the catalytic activity.
Fil: Fernandez, Gabriela Araceli. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Dorn, Viviana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Chopa, Alicia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Silbestri, Gustavo Fabián. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Materia
Dft Methods
N-Heterocyclic Carbene
Water-Soluble Au(I)
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:11336/49838
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT studyFernandez, Gabriela AraceliDorn, VivianaChopa, Alicia BeatrizSilbestri, Gustavo FabiánDft MethodsN-Heterocyclic CarbeneWater-Soluble Au(I)https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Density Functional Theories (DFT) methods were applied to describe the catalytic effect of a series of sulfonated NHC gold(I) complexes In order to explain the experimental results obtained in the hydration of phenylacetylene in aqueous media. The complexes [1,3-bis(2,6-diisopropyl-4-sodiumsulfonatophenyl)imidazol-2-ylidene]gold(I) chloride (C1) and [(3-sulfonatepropyl)imidazol-2-ylidene]gold(I) chloride (C5) were considered representative compounds based on their structure and reactivity. In accordance to the experimental results, the DFT studies show that the alkyl chain folds generate a strong steric hindrance and electronic effects on the metal center causing a decrease of the catalytic activity.Fil: Fernandez, Gabriela Araceli. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Dorn, Viviana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Chopa, Alicia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Silbestri, Gustavo Fabián. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaElsevier Science Sa2017-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/49838Fernandez, Gabriela Araceli; Dorn, Viviana; Chopa, Alicia Beatriz; Silbestri, Gustavo Fabián; Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study; Elsevier Science Sa; Journal of Organometallic Chemistry; 852; 12-2017; 20-260022-328XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0022328X17305600info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jorganchem.2017.09.040info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T14:21:04Zoai:ri.conicet.gov.ar:11336/49838instacron: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:34982025-10-15 14:21:04.409CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study
title Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study
spellingShingle Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study
Fernandez, Gabriela Araceli
Dft Methods
N-Heterocyclic Carbene
Water-Soluble Au(I)
title_short Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study
title_full Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study
title_fullStr Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study
title_full_unstemmed Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study
title_sort Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study
dc.creator.none.fl_str_mv Fernandez, Gabriela Araceli
Dorn, Viviana
Chopa, Alicia Beatriz
Silbestri, Gustavo Fabián
author Fernandez, Gabriela Araceli
author_facet Fernandez, Gabriela Araceli
Dorn, Viviana
Chopa, Alicia Beatriz
Silbestri, Gustavo Fabián
author_role author
author2 Dorn, Viviana
Chopa, Alicia Beatriz
Silbestri, Gustavo Fabián
author2_role author
author
author
dc.subject.none.fl_str_mv Dft Methods
N-Heterocyclic Carbene
Water-Soluble Au(I)
topic Dft Methods
N-Heterocyclic Carbene
Water-Soluble Au(I)
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Density Functional Theories (DFT) methods were applied to describe the catalytic effect of a series of sulfonated NHC gold(I) complexes In order to explain the experimental results obtained in the hydration of phenylacetylene in aqueous media. The complexes [1,3-bis(2,6-diisopropyl-4-sodiumsulfonatophenyl)imidazol-2-ylidene]gold(I) chloride (C1) and [(3-sulfonatepropyl)imidazol-2-ylidene]gold(I) chloride (C5) were considered representative compounds based on their structure and reactivity. In accordance to the experimental results, the DFT studies show that the alkyl chain folds generate a strong steric hindrance and electronic effects on the metal center causing a decrease of the catalytic activity.
Fil: Fernandez, Gabriela Araceli. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Dorn, Viviana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Chopa, Alicia Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Silbestri, Gustavo Fabián. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
description Density Functional Theories (DFT) methods were applied to describe the catalytic effect of a series of sulfonated NHC gold(I) complexes In order to explain the experimental results obtained in the hydration of phenylacetylene in aqueous media. The complexes [1,3-bis(2,6-diisopropyl-4-sodiumsulfonatophenyl)imidazol-2-ylidene]gold(I) chloride (C1) and [(3-sulfonatepropyl)imidazol-2-ylidene]gold(I) chloride (C5) were considered representative compounds based on their structure and reactivity. In accordance to the experimental results, the DFT studies show that the alkyl chain folds generate a strong steric hindrance and electronic effects on the metal center causing a decrease of the catalytic activity.
publishDate 2017
dc.date.none.fl_str_mv 2017-12
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/11336/49838
Fernandez, Gabriela Araceli; Dorn, Viviana; Chopa, Alicia Beatriz; Silbestri, Gustavo Fabián; Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study; Elsevier Science Sa; Journal of Organometallic Chemistry; 852; 12-2017; 20-26
0022-328X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/49838
identifier_str_mv Fernandez, Gabriela Araceli; Dorn, Viviana; Chopa, Alicia Beatriz; Silbestri, Gustavo Fabián; Steric hindrance and electronic effects of sulfonatepropyl chain on gold center. An experimental and DFT study; Elsevier Science Sa; Journal of Organometallic Chemistry; 852; 12-2017; 20-26
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/pii/S0022328X17305600
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jorganchem.2017.09.040
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
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 13.22299

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