Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions

Autores
Romanelli, Gustavo Pablo; Pasquale, Gustavo Antonio; Sathicq, Angel Gabriel; Thomas, Horacio Jorge; Autino, Juan Carlos; Vazquez, Patricia Graciela
Año de publicación
2011
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Aminopropylated nanosilica was prepared by a simple sol–gel process from tetraethyl orthosilicate (TEOS) and then it was functionalized with different amounts of 3-aminopropyltriethoxysilane (APS) under toluene reflux. The prepared solids were characterized by means of XRD, FT-IR, TGA–DTA, SEM–EDS, and TEM. Their textural properties were determined by adsorption–desorption isotherms of N2 at 77 K. It was proved that the amount of APS used in the preparation process had a great influence on the physicochemical properties of the hybrid organic–inorganic solid materials. The materials were used as catalyst in the Claisen–Schmidt preparation of chalcones for the reaction of substituted acetophenones and benzaldehydes under solvent-free conditions. The result showed that the presence of a high amount of aminopropyl groups was important for a very good performance of the catalyst in the substrate conversion. Also, the influence of different groups in the aromatic ring of acetophenones and benzaldehydes was investigated. In all cases, coproduct formation was not observed; the catalysts were recovered and can be recycled twice without appreciable loss of reactivity
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
Fil: Pasquale, Gustavo Antonio. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; 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: Thomas, Horacio Jorge. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Autino, Juan Carlos. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; Argentina
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
Materia
Silica Solgel
3-Aminopropyltriethoxysilane
Solvent-Free
Claisenschmidt Condensation
Chalcone Synthesis
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/4755
Acceder
id CONICETDig_f2454e4a6ff4c28adbe5425c7f88f8d6
oai_identifier_str oai:ri.conicet.gov.ar:11336/4755
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditionsRomanelli, Gustavo PabloPasquale, Gustavo AntonioSathicq, Angel GabrielThomas, Horacio JorgeAutino, Juan CarlosVazquez, Patricia GracielaSilica Solgel3-AminopropyltriethoxysilaneSolvent-FreeClaisenschmidt CondensationChalcone Synthesishttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2Aminopropylated nanosilica was prepared by a simple sol–gel process from tetraethyl orthosilicate (TEOS) and then it was functionalized with different amounts of 3-aminopropyltriethoxysilane (APS) under toluene reflux. The prepared solids were characterized by means of XRD, FT-IR, TGA–DTA, SEM–EDS, and TEM. Their textural properties were determined by adsorption–desorption isotherms of N2 at 77 K. It was proved that the amount of APS used in the preparation process had a great influence on the physicochemical properties of the hybrid organic–inorganic solid materials. The materials were used as catalyst in the Claisen–Schmidt preparation of chalcones for the reaction of substituted acetophenones and benzaldehydes under solvent-free conditions. The result showed that the presence of a high amount of aminopropyl groups was important for a very good performance of the catalyst in the substrate conversion. Also, the influence of different groups in the aromatic ring of acetophenones and benzaldehydes was investigated. In all cases, coproduct formation was not observed; the catalysts were recovered and can be recycled twice without appreciable loss of reactivityFil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaFil: Pasquale, Gustavo Antonio. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; 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: Thomas, Horacio Jorge. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaFil: Autino, Juan Carlos. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; ArgentinaFil: Vazquez, Patricia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaElsevier Science2011-03-13info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/4755Romanelli, Gustavo Pablo; Pasquale, Gustavo Antonio; Sathicq, Angel Gabriel; Thomas, Horacio Jorge; Autino, Juan Carlos; et al.; Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions; Elsevier Science; Journal Of Molecular Catalysis A-chemical; 340; 1-2; 13-3-2011; 24-321381-1169enginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.molcata.2011.03.004info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1381116911000926info:eu-repo/semantics/altIdentifier/issn/1381-1169info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:46:37Zoai:ri.conicet.gov.ar:11336/4755instacron: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 11:46:37.749CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions
title Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions
spellingShingle Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions
Romanelli, Gustavo Pablo
Silica Solgel
3-Aminopropyltriethoxysilane
Solvent-Free
Claisenschmidt Condensation
Chalcone Synthesis
title_short Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions
title_full Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions
title_fullStr Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions
title_full_unstemmed Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions
title_sort Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions
dc.creator.none.fl_str_mv Romanelli, Gustavo Pablo
Pasquale, Gustavo Antonio
Sathicq, Angel Gabriel
Thomas, Horacio Jorge
Autino, Juan Carlos
Vazquez, Patricia Graciela
author Romanelli, Gustavo Pablo
author_facet Romanelli, Gustavo Pablo
Pasquale, Gustavo Antonio
Sathicq, Angel Gabriel
Thomas, Horacio Jorge
Autino, Juan Carlos
Vazquez, Patricia Graciela
author_role author
author2 Pasquale, Gustavo Antonio
Sathicq, Angel Gabriel
Thomas, Horacio Jorge
Autino, Juan Carlos
Vazquez, Patricia Graciela
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Silica Solgel
3-Aminopropyltriethoxysilane
Solvent-Free
Claisenschmidt Condensation
Chalcone Synthesis
topic Silica Solgel
3-Aminopropyltriethoxysilane
Solvent-Free
Claisenschmidt Condensation
Chalcone Synthesis
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv Aminopropylated nanosilica was prepared by a simple sol–gel process from tetraethyl orthosilicate (TEOS) and then it was functionalized with different amounts of 3-aminopropyltriethoxysilane (APS) under toluene reflux. The prepared solids were characterized by means of XRD, FT-IR, TGA–DTA, SEM–EDS, and TEM. Their textural properties were determined by adsorption–desorption isotherms of N2 at 77 K. It was proved that the amount of APS used in the preparation process had a great influence on the physicochemical properties of the hybrid organic–inorganic solid materials. The materials were used as catalyst in the Claisen–Schmidt preparation of chalcones for the reaction of substituted acetophenones and benzaldehydes under solvent-free conditions. The result showed that the presence of a high amount of aminopropyl groups was important for a very good performance of the catalyst in the substrate conversion. Also, the influence of different groups in the aromatic ring of acetophenones and benzaldehydes was investigated. In all cases, coproduct formation was not observed; the catalysts were recovered and can be recycled twice without appreciable loss of reactivity
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
Fil: Pasquale, Gustavo Antonio. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; 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: Thomas, Horacio Jorge. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Autino, Juan Carlos. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Catedra de Quimica Organica; Argentina
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
description Aminopropylated nanosilica was prepared by a simple sol–gel process from tetraethyl orthosilicate (TEOS) and then it was functionalized with different amounts of 3-aminopropyltriethoxysilane (APS) under toluene reflux. The prepared solids were characterized by means of XRD, FT-IR, TGA–DTA, SEM–EDS, and TEM. Their textural properties were determined by adsorption–desorption isotherms of N2 at 77 K. It was proved that the amount of APS used in the preparation process had a great influence on the physicochemical properties of the hybrid organic–inorganic solid materials. The materials were used as catalyst in the Claisen–Schmidt preparation of chalcones for the reaction of substituted acetophenones and benzaldehydes under solvent-free conditions. The result showed that the presence of a high amount of aminopropyl groups was important for a very good performance of the catalyst in the substrate conversion. Also, the influence of different groups in the aromatic ring of acetophenones and benzaldehydes was investigated. In all cases, coproduct formation was not observed; the catalysts were recovered and can be recycled twice without appreciable loss of reactivity
publishDate 2011
dc.date.none.fl_str_mv 2011-03-13
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/11336/4755
Romanelli, Gustavo Pablo; Pasquale, Gustavo Antonio; Sathicq, Angel Gabriel; Thomas, Horacio Jorge; Autino, Juan Carlos; et al.; Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions; Elsevier Science; Journal Of Molecular Catalysis A-chemical; 340; 1-2; 13-3-2011; 24-32
1381-1169
url http://hdl.handle.net/11336/4755
identifier_str_mv Romanelli, Gustavo Pablo; Pasquale, Gustavo Antonio; Sathicq, Angel Gabriel; Thomas, Horacio Jorge; Autino, Juan Carlos; et al.; Synthesis of chalcones catalyzed by aminopropylated silica sol–gel under solvent-free conditions; Elsevier Science; Journal Of Molecular Catalysis A-chemical; 340; 1-2; 13-3-2011; 24-32
1381-1169
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molcata.2011.03.004
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1381116911000926
info:eu-repo/semantics/altIdentifier/issn/1381-1169
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
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_ 1846782168782602240
score 12.982451

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