New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions

Autores
Palermo, Valeria; Sathicq, Angel Gabriel; Constantieux, Thierry; Rodriguez, Jean; Vazquez, Patricia Graciela; Romanelli, Gustavo Pablo
Año de publicación
2015
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Solid acid catalysts based on the direct incorporation of the vanadium Keggin heteropolyacid (PMo11V) structure during the synthesis of silica by the sol–gel technique, in acidic media using tetraethyl orthosilicate (PMo11VSiO21, PMo11VSiO22, PMo11VSiO23, and PMo11VSiO24), were prepared and characterized by 31P-NMR, FT-IR, XRD, and textural properties (SBET). The acidic characteristics of the catalysts were determined by potentiometric titration with n-butylamine. A series of highly substituted hexahydropyrimidines were synthesized using these new materials, encapsulated in a silica framework, as catalyst in solvent-free conditions. This methodology requires short reaction time (1.5 h), a temperature of 80 °C in solvent free-conditions to obtain good to excellent yields of trifluoromethyl-hexahydropyrimidine derivatives. The Keggin catalyst embedded in the silica matrix is insoluble in polar media, which allows easy removal of the reaction products without affecting their catalytic activity.
Fil: Palermo, Valeria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Constantieux, Thierry. CNRS.UMR.Institut des sciences moleculaires de Marseille; Francia
Fil: Rodriguez, Jean. CNRS.UMR.Institut des sciences moleculaires de Marseille; Francia
Fil: Vazquez, Patricia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; Argentina
Materia
Keggin Heteropolyacids
Silica Sol-Gel
Hpa Included in Silica Matrix
Trifluoromethyl Hexahydropyrimidines
Multicomponent Reaction
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:11336/4776
Acceder
id CONICETDig_4a69ee8e5e68035b8183fe122a55444a
oai_identifier_str oai:ri.conicet.gov.ar:11336/4776
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditionsPalermo, ValeriaSathicq, Angel GabrielConstantieux, ThierryRodriguez, JeanVazquez, Patricia GracielaRomanelli, Gustavo PabloKeggin HeteropolyacidsSilica Sol-GelHpa Included in Silica MatrixTrifluoromethyl HexahydropyrimidinesMulticomponent Reactionhttps://purl.org/becyt/ford/2.5https://purl.org/becyt/ford/2Solid acid catalysts based on the direct incorporation of the vanadium Keggin heteropolyacid (PMo11V) structure during the synthesis of silica by the sol–gel technique, in acidic media using tetraethyl orthosilicate (PMo11VSiO21, PMo11VSiO22, PMo11VSiO23, and PMo11VSiO24), were prepared and characterized by 31P-NMR, FT-IR, XRD, and textural properties (SBET). The acidic characteristics of the catalysts were determined by potentiometric titration with n-butylamine. A series of highly substituted hexahydropyrimidines were synthesized using these new materials, encapsulated in a silica framework, as catalyst in solvent-free conditions. This methodology requires short reaction time (1.5 h), a temperature of 80 °C in solvent free-conditions to obtain good to excellent yields of trifluoromethyl-hexahydropyrimidine derivatives. The Keggin catalyst embedded in the silica matrix is insoluble in polar media, which allows easy removal of the reaction products without affecting their catalytic activity.Fil: Palermo, Valeria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Constantieux, Thierry. CNRS.UMR.Institut des sciences moleculaires de Marseille; FranciaFil: Rodriguez, Jean. CNRS.UMR.Institut des sciences moleculaires de Marseille; FranciaFil: Vazquez, Patricia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; ArgentinaFil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; ArgentinaSpringer2015-02-19info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/4776Palermo, Valeria; Sathicq, Angel Gabriel; Constantieux, Thierry; Rodriguez, Jean; Vazquez, Patricia Graciela; et al.; New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions; Springer; Catalysis Letters; 145; 4; 19-2-2015; 1022-10321011-372Xenginfo:eu-repo/semantics/altIdentifier/doi/info:eu-repo/semantics/altIdentifier/url/http://link.springer.com/article/10.1007%2Fs10562-015-1498-3info:eu-repo/semantics/altIdentifier/issn/1011-372Xinfo:eu-repo/semantics/altIdentifier/doi/10.1007/s10562-015-1498-3info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:21:17Zoai:ri.conicet.gov.ar:11336/4776instacron: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 11:21:17.89CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions
title New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions
spellingShingle New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions
Palermo, Valeria
Keggin Heteropolyacids
Silica Sol-Gel
Hpa Included in Silica Matrix
Trifluoromethyl Hexahydropyrimidines
Multicomponent Reaction
title_short New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions
title_full New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions
title_fullStr New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions
title_full_unstemmed New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions
title_sort New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions
dc.creator.none.fl_str_mv Palermo, Valeria
Sathicq, Angel Gabriel
Constantieux, Thierry
Rodriguez, Jean
Vazquez, Patricia Graciela
Romanelli, Gustavo Pablo
author Palermo, Valeria
author_facet Palermo, Valeria
Sathicq, Angel Gabriel
Constantieux, Thierry
Rodriguez, Jean
Vazquez, Patricia Graciela
Romanelli, Gustavo Pablo
author_role author
author2 Sathicq, Angel Gabriel
Constantieux, Thierry
Rodriguez, Jean
Vazquez, Patricia Graciela
Romanelli, Gustavo Pablo
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Keggin Heteropolyacids
Silica Sol-Gel
Hpa Included in Silica Matrix
Trifluoromethyl Hexahydropyrimidines
Multicomponent Reaction
topic Keggin Heteropolyacids
Silica Sol-Gel
Hpa Included in Silica Matrix
Trifluoromethyl Hexahydropyrimidines
Multicomponent Reaction
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.5
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv Solid acid catalysts based on the direct incorporation of the vanadium Keggin heteropolyacid (PMo11V) structure during the synthesis of silica by the sol–gel technique, in acidic media using tetraethyl orthosilicate (PMo11VSiO21, PMo11VSiO22, PMo11VSiO23, and PMo11VSiO24), were prepared and characterized by 31P-NMR, FT-IR, XRD, and textural properties (SBET). The acidic characteristics of the catalysts were determined by potentiometric titration with n-butylamine. A series of highly substituted hexahydropyrimidines were synthesized using these new materials, encapsulated in a silica framework, as catalyst in solvent-free conditions. This methodology requires short reaction time (1.5 h), a temperature of 80 °C in solvent free-conditions to obtain good to excellent yields of trifluoromethyl-hexahydropyrimidine derivatives. The Keggin catalyst embedded in the silica matrix is insoluble in polar media, which allows easy removal of the reaction products without affecting their catalytic activity.
Fil: Palermo, Valeria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Sathicq, Angel Gabriel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Constantieux, Thierry. CNRS.UMR.Institut des sciences moleculaires de Marseille; Francia
Fil: Rodriguez, Jean. CNRS.UMR.Institut des sciences moleculaires de Marseille; Francia
Fil: Vazquez, Patricia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina
Fil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico la Plata. Centro de Investigación y Desarrollo En Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; Argentina
description Solid acid catalysts based on the direct incorporation of the vanadium Keggin heteropolyacid (PMo11V) structure during the synthesis of silica by the sol–gel technique, in acidic media using tetraethyl orthosilicate (PMo11VSiO21, PMo11VSiO22, PMo11VSiO23, and PMo11VSiO24), were prepared and characterized by 31P-NMR, FT-IR, XRD, and textural properties (SBET). The acidic characteristics of the catalysts were determined by potentiometric titration with n-butylamine. A series of highly substituted hexahydropyrimidines were synthesized using these new materials, encapsulated in a silica framework, as catalyst in solvent-free conditions. This methodology requires short reaction time (1.5 h), a temperature of 80 °C in solvent free-conditions to obtain good to excellent yields of trifluoromethyl-hexahydropyrimidine derivatives. The Keggin catalyst embedded in the silica matrix is insoluble in polar media, which allows easy removal of the reaction products without affecting their catalytic activity.
publishDate 2015
dc.date.none.fl_str_mv 2015-02-19
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/11336/4776
Palermo, Valeria; Sathicq, Angel Gabriel; Constantieux, Thierry; Rodriguez, Jean; Vazquez, Patricia Graciela; et al.; New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions; Springer; Catalysis Letters; 145; 4; 19-2-2015; 1022-1032
1011-372X
url http://hdl.handle.net/11336/4776
identifier_str_mv Palermo, Valeria; Sathicq, Angel Gabriel; Constantieux, Thierry; Rodriguez, Jean; Vazquez, Patricia Graciela; et al.; New vanadium Keggin heteropolyacids encapsulated in a silica framework: recyclable catalysts for the synthesis of highly substituted hexahydropyrimidines under suitable conditions; Springer; Catalysis Letters; 145; 4; 19-2-2015; 1022-1032
1011-372X
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/
info:eu-repo/semantics/altIdentifier/url/http://link.springer.com/article/10.1007%2Fs10562-015-1498-3
info:eu-repo/semantics/altIdentifier/issn/1011-372X
info:eu-repo/semantics/altIdentifier/doi/10.1007/s10562-015-1498-3
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 Springer
publisher.none.fl_str_mv Springer
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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