Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones

Autores
Bennardi, Daniel Oscar; Romanelli, Gustavo Pablo; Autino, Juan Carlos; Pizzio, Luis Rene
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Solid acid catalysts based on trifluoromethanesulfonic acid (TFMS) were synthesized using two different activated carbons as supports. They were characterized by FT-IR, DTA-TGA and BET, and their acidity was measured by potentiometric titration with n-butylamine. The new catalysts were checked for the cyclization of 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione. The reaction experiments were performed using toluene as the solvent, at reflux. In all cases the product (flavone) was obtained with high selectivity. Conversions up to 84% were obtained using the supported catalyst TFMSC2. The activity of the catalysts is strongly dependent on the textural properties of the support used to obtain them, particularly their mean pore size. Optimal reaction conditions were applied to the preparation of seven substituted flavones and chromones. © 2008 Elsevier B.V. All rights reserved.
Fil: Bennardi, Daniel Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; Argentina
Fil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; Argentina
Fil: Autino, Juan Carlos. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; Argentina
Fil: Pizzio, Luis Rene. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Materia
Carbon
Chromones
Flavones
Supported Triflic Acid
Supported Trifluoromethanesulfonic Acid
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:11336/54062
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/54062
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromonesBennardi, Daniel OscarRomanelli, Gustavo PabloAutino, Juan CarlosPizzio, Luis ReneCarbonChromonesFlavonesSupported Triflic AcidSupported Trifluoromethanesulfonic Acidhttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2Solid acid catalysts based on trifluoromethanesulfonic acid (TFMS) were synthesized using two different activated carbons as supports. They were characterized by FT-IR, DTA-TGA and BET, and their acidity was measured by potentiometric titration with n-butylamine. The new catalysts were checked for the cyclization of 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione. The reaction experiments were performed using toluene as the solvent, at reflux. In all cases the product (flavone) was obtained with high selectivity. Conversions up to 84% were obtained using the supported catalyst TFMSC2. The activity of the catalysts is strongly dependent on the textural properties of the support used to obtain them, particularly their mean pore size. Optimal reaction conditions were applied to the preparation of seven substituted flavones and chromones. © 2008 Elsevier B.V. All rights reserved.Fil: Bennardi, Daniel Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; ArgentinaFil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; ArgentinaFil: Autino, Juan Carlos. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; ArgentinaFil: Pizzio, Luis Rene. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaElsevier Science2009-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/54062Bennardi, Daniel Oscar; Romanelli, Gustavo Pablo; Autino, Juan Carlos; Pizzio, Luis Rene; Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones; Elsevier Science; Catalysis Communications; 10; 5; 1-2009; 576-5811566-7367CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.catcom.2008.10.040info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S156673670800469Xinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:13:00Zoai:ri.conicet.gov.ar:11336/54062instacron: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:34982025-09-29 10:13:00.869CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones
title Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones
spellingShingle Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones
Bennardi, Daniel Oscar
Carbon
Chromones
Flavones
Supported Triflic Acid
Supported Trifluoromethanesulfonic Acid
title_short Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones
title_full Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones
title_fullStr Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones
title_full_unstemmed Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones
title_sort Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones
dc.creator.none.fl_str_mv Bennardi, Daniel Oscar
Romanelli, Gustavo Pablo
Autino, Juan Carlos
Pizzio, Luis Rene
author Bennardi, Daniel Oscar
author_facet Bennardi, Daniel Oscar
Romanelli, Gustavo Pablo
Autino, Juan Carlos
Pizzio, Luis Rene
author_role author
author2 Romanelli, Gustavo Pablo
Autino, Juan Carlos
Pizzio, Luis Rene
author2_role author
author
author
dc.subject.none.fl_str_mv Carbon
Chromones
Flavones
Supported Triflic Acid
Supported Trifluoromethanesulfonic Acid
topic Carbon
Chromones
Flavones
Supported Triflic Acid
Supported Trifluoromethanesulfonic Acid
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv Solid acid catalysts based on trifluoromethanesulfonic acid (TFMS) were synthesized using two different activated carbons as supports. They were characterized by FT-IR, DTA-TGA and BET, and their acidity was measured by potentiometric titration with n-butylamine. The new catalysts were checked for the cyclization of 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione. The reaction experiments were performed using toluene as the solvent, at reflux. In all cases the product (flavone) was obtained with high selectivity. Conversions up to 84% were obtained using the supported catalyst TFMSC2. The activity of the catalysts is strongly dependent on the textural properties of the support used to obtain them, particularly their mean pore size. Optimal reaction conditions were applied to the preparation of seven substituted flavones and chromones. © 2008 Elsevier B.V. All rights reserved.
Fil: Bennardi, Daniel Oscar. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; Argentina
Fil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; Argentina
Fil: Autino, Juan Carlos. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Departamento de Ciencias Exactas. Cátedra de Química Orgánica; Argentina
Fil: Pizzio, Luis Rene. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
description Solid acid catalysts based on trifluoromethanesulfonic acid (TFMS) were synthesized using two different activated carbons as supports. They were characterized by FT-IR, DTA-TGA and BET, and their acidity was measured by potentiometric titration with n-butylamine. The new catalysts were checked for the cyclization of 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione. The reaction experiments were performed using toluene as the solvent, at reflux. In all cases the product (flavone) was obtained with high selectivity. Conversions up to 84% were obtained using the supported catalyst TFMSC2. The activity of the catalysts is strongly dependent on the textural properties of the support used to obtain them, particularly their mean pore size. Optimal reaction conditions were applied to the preparation of seven substituted flavones and chromones. © 2008 Elsevier B.V. All rights reserved.
publishDate 2009
dc.date.none.fl_str_mv 2009-01
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/11336/54062
Bennardi, Daniel Oscar; Romanelli, Gustavo Pablo; Autino, Juan Carlos; Pizzio, Luis Rene; Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones; Elsevier Science; Catalysis Communications; 10; 5; 1-2009; 576-581
1566-7367
CONICET Digital
CONICET
url http://hdl.handle.net/11336/54062
identifier_str_mv Bennardi, Daniel Oscar; Romanelli, Gustavo Pablo; Autino, Juan Carlos; Pizzio, Luis Rene; Trifluoromethanesulfonic acid supported on carbon used as catalysts in the synthesis of flavones and chromones; Elsevier Science; Catalysis Communications; 10; 5; 1-2009; 576-581
1566-7367
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.catcom.2008.10.040
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S156673670800469X
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
application/pdf
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
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score 13.070432

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