New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling

Autores
Carrara, Nicolás Ricardo; Badano, Juan Manuel; Mendow, Gustavo; Ruiz, Doris; Vera, Carlos Roman; Quiroga, Monica Esther
Año de publicación
2019
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The effect of noble metal catalysts supported on an ionic exchange resin for the enantioselective hydrogenation of ethyl pyruvate to ethyl lactate was studied. High activity and moderate enantioselectivity levels were obtained. Pt was the best enantioselective metallic phase, followed by Pd and Au; Rh was the less enantioselective metallic phase. The effect of the active site was evaluated for the most enantioselective catalyst: 2Pt-WA30. A novel method for sintering the Pt metal particles by nitriles reduction was used, and a controlled migration of the metal particles to the surface layers was observed. There existed an optimal particle size that maximized the enantiomeric excess, corresponding to 24 h sintering. The hydrogenation of ethyl pyruvate to ethyl lactate was found to be structure-sensitive and the importance of the metal particle size for the adsorption of the chiral modifier was proved.Besides, two different chirality induction methods were tried for the 2Pt-WA30 catalyst: i) the addition of the Chiral Modifier to the reaction media, or ii) the modification of the catalyst in a swelling medium prior to the reaction in order to encapsulate the Chiral Modifier. Lower activity but higher enantioselectivity levels were obtained with method (ii).Finally, the reuse of the catalysts was also assessed by means of consecutive reaction tests.
Fil: Carrara, Nicolás Ricardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Badano, Juan Manuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Mendow, Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Ruiz, Doris. Universidad de Chile; Chile
Fil: Vera, Carlos Roman. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Quiroga, Monica Esther. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Materia
ETHYL PYRUVATE
CHIRAL HYDROGENATION
SINTERING
MODIFIER ENTRAPMENT
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/107893
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/107893
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support SwellingCarrara, Nicolás RicardoBadano, Juan ManuelMendow, GustavoRuiz, DorisVera, Carlos RomanQuiroga, Monica EstherETHYL PYRUVATECHIRAL HYDROGENATIONSINTERINGMODIFIER ENTRAPMENThttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2The effect of noble metal catalysts supported on an ionic exchange resin for the enantioselective hydrogenation of ethyl pyruvate to ethyl lactate was studied. High activity and moderate enantioselectivity levels were obtained. Pt was the best enantioselective metallic phase, followed by Pd and Au; Rh was the less enantioselective metallic phase. The effect of the active site was evaluated for the most enantioselective catalyst: 2Pt-WA30. A novel method for sintering the Pt metal particles by nitriles reduction was used, and a controlled migration of the metal particles to the surface layers was observed. There existed an optimal particle size that maximized the enantiomeric excess, corresponding to 24 h sintering. The hydrogenation of ethyl pyruvate to ethyl lactate was found to be structure-sensitive and the importance of the metal particle size for the adsorption of the chiral modifier was proved.Besides, two different chirality induction methods were tried for the 2Pt-WA30 catalyst: i) the addition of the Chiral Modifier to the reaction media, or ii) the modification of the catalyst in a swelling medium prior to the reaction in order to encapsulate the Chiral Modifier. Lower activity but higher enantioselectivity levels were obtained with method (ii).Finally, the reuse of the catalysts was also assessed by means of consecutive reaction tests.Fil: Carrara, Nicolás Ricardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaFil: Badano, Juan Manuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaFil: Mendow, Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaFil: Ruiz, Doris. Universidad de Chile; ChileFil: Vera, Carlos Roman. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaFil: Quiroga, Monica Esther. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; ArgentinaSociedade Brasileira de Química2019-04info: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/11336/107893Carrara, Nicolás Ricardo; Badano, Juan Manuel; Mendow, Gustavo; Ruiz, Doris; Vera, Carlos Roman; et al.; New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 30; 8; 4-2019; 1678-16870103-50531678-4790CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.21577/0103-5053.20190069info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:49:00Zoai:ri.conicet.gov.ar:11336/107893instacron: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 09:49:00.942CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
title New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
spellingShingle New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
Carrara, Nicolás Ricardo
ETHYL PYRUVATE
CHIRAL HYDROGENATION
SINTERING
MODIFIER ENTRAPMENT
title_short New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
title_full New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
title_fullStr New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
title_full_unstemmed New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
title_sort New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
dc.creator.none.fl_str_mv Carrara, Nicolás Ricardo
Badano, Juan Manuel
Mendow, Gustavo
Ruiz, Doris
Vera, Carlos Roman
Quiroga, Monica Esther
author Carrara, Nicolás Ricardo
author_facet Carrara, Nicolás Ricardo
Badano, Juan Manuel
Mendow, Gustavo
Ruiz, Doris
Vera, Carlos Roman
Quiroga, Monica Esther
author_role author
author2 Badano, Juan Manuel
Mendow, Gustavo
Ruiz, Doris
Vera, Carlos Roman
Quiroga, Monica Esther
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv ETHYL PYRUVATE
CHIRAL HYDROGENATION
SINTERING
MODIFIER ENTRAPMENT
topic ETHYL PYRUVATE
CHIRAL HYDROGENATION
SINTERING
MODIFIER ENTRAPMENT
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv The effect of noble metal catalysts supported on an ionic exchange resin for the enantioselective hydrogenation of ethyl pyruvate to ethyl lactate was studied. High activity and moderate enantioselectivity levels were obtained. Pt was the best enantioselective metallic phase, followed by Pd and Au; Rh was the less enantioselective metallic phase. The effect of the active site was evaluated for the most enantioselective catalyst: 2Pt-WA30. A novel method for sintering the Pt metal particles by nitriles reduction was used, and a controlled migration of the metal particles to the surface layers was observed. There existed an optimal particle size that maximized the enantiomeric excess, corresponding to 24 h sintering. The hydrogenation of ethyl pyruvate to ethyl lactate was found to be structure-sensitive and the importance of the metal particle size for the adsorption of the chiral modifier was proved.Besides, two different chirality induction methods were tried for the 2Pt-WA30 catalyst: i) the addition of the Chiral Modifier to the reaction media, or ii) the modification of the catalyst in a swelling medium prior to the reaction in order to encapsulate the Chiral Modifier. Lower activity but higher enantioselectivity levels were obtained with method (ii).Finally, the reuse of the catalysts was also assessed by means of consecutive reaction tests.
Fil: Carrara, Nicolás Ricardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Badano, Juan Manuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Mendow, Gustavo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Ruiz, Doris. Universidad de Chile; Chile
Fil: Vera, Carlos Roman. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
Fil: Quiroga, Monica Esther. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera". Universidad Nacional del Litoral. Instituto de Investigaciones en Catálisis y Petroquímica "Ing. José Miguel Parera"; Argentina
description The effect of noble metal catalysts supported on an ionic exchange resin for the enantioselective hydrogenation of ethyl pyruvate to ethyl lactate was studied. High activity and moderate enantioselectivity levels were obtained. Pt was the best enantioselective metallic phase, followed by Pd and Au; Rh was the less enantioselective metallic phase. The effect of the active site was evaluated for the most enantioselective catalyst: 2Pt-WA30. A novel method for sintering the Pt metal particles by nitriles reduction was used, and a controlled migration of the metal particles to the surface layers was observed. There existed an optimal particle size that maximized the enantiomeric excess, corresponding to 24 h sintering. The hydrogenation of ethyl pyruvate to ethyl lactate was found to be structure-sensitive and the importance of the metal particle size for the adsorption of the chiral modifier was proved.Besides, two different chirality induction methods were tried for the 2Pt-WA30 catalyst: i) the addition of the Chiral Modifier to the reaction media, or ii) the modification of the catalyst in a swelling medium prior to the reaction in order to encapsulate the Chiral Modifier. Lower activity but higher enantioselectivity levels were obtained with method (ii).Finally, the reuse of the catalysts was also assessed by means of consecutive reaction tests.
publishDate 2019
dc.date.none.fl_str_mv 2019-04
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/11336/107893
Carrara, Nicolás Ricardo; Badano, Juan Manuel; Mendow, Gustavo; Ruiz, Doris; Vera, Carlos Roman; et al.; New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 30; 8; 4-2019; 1678-1687
0103-5053
1678-4790
CONICET Digital
CONICET
url http://hdl.handle.net/11336/107893
identifier_str_mv Carrara, Nicolás Ricardo; Badano, Juan Manuel; Mendow, Gustavo; Ruiz, Doris; Vera, Carlos Roman; et al.; New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 30; 8; 4-2019; 1678-1687
0103-5053
1678-4790
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.21577/0103-5053.20190069
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
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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