New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
| Autor: | Juan Manuel Badano, Gustavo Mendow, Doris Ruiz, Mónica E. Quiroga, Carlos Roman Vera, Nicolás Carrara |
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| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
ethyl pyruvate
sintering modifier entrapment Inorganic chemistry Enantioselective synthesis INGENIERÍAS Y TECNOLOGÍAS General Chemistry engineering.material Catalysis Ingeniería Química Metal purl.org/becyt/ford/2.4 [https] chemistry.chemical_compound purl.org/becyt/ford/2 [https] chemistry Transition metal visual_art visual_art.visual_art_medium engineering Ethyl lactate Noble metal Particle size chiral hydrogenation Enantiomeric excess |
| Zdroj: | Journal of the Brazilian Chemical Society v.30 n.8 2019 Journal of the Brazilian Chemical Society Sociedade Brasileira de Química (SBQ) instacron:SBQ Journal of the Brazilian Chemical Society, Volume: 30, Issue: 8, Pages: 1678-1687, Published: 12 AUG 2019 CONICET Digital (CONICET) Consejo Nacional de Investigaciones Científicas y Técnicas instacron:CONICET |
| Popis: | 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 |
| Databáze: | OpenAIRE |
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