Pt-based chiral organotin modified heterogeneous catalysts for the enantioselective hydrogenation of 3,4-hexanedione
In this paper we have studied the liquid-phase enantioselective hydrogenation of 3,4-hexanedione using Pt-based catalysts, modified with chiral organotin compounds derived from the (−)-menthyl group: (−)-Pt-MenSnBu3 and (−)-Men3Sn-Sn-(−)-Men3. The organotin chiral modifiers were carefully synthesize...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2012 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/41322 |
| Acceso en línea: | http://hdl.handle.net/11336/41322 |
| Access Level: | acceso abierto |
| Palabra clave: | Enantioselectivity 3,4-Hexanedione Hydrogenation (-)-Menthyl Derivatives Ptsn Somc/M https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | In this paper we have studied the liquid-phase enantioselective hydrogenation of 3,4-hexanedione using Pt-based catalysts, modified with chiral organotin compounds derived from the (−)-menthyl group: (−)-Pt-MenSnBu3 and (−)-Men3Sn-Sn-(−)-Men3. The organotin chiral modifiers were carefully synthesizedand characterized in order to obtain optically pure compounds. The catalysts were prepared through a controlled surface reaction between the supported transitionmetal and the organometallic compound, using techniques derived from Surface Organometallic Chemistry on Metals (SOMC/M). The organobimetallic catalytic systems were found to be active and enantioselective in the hydrogenation of 3,4-hexanedione, yielding an enantiomeric excess of 25–27% for 4-hydroxy-3-hexanone. |
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