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Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
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Desarrollo de catalizadores de rodio quiral heterogéneos robustos que utilizan interacciones ácido-base y
1Department of Chemistry, School of Science, The University of Tokyo, 7-3-1, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Journal of the American Chemical Society
|September 9, 2020
Resumen
Se han desarrollado catalizadores de Rh quirales heterogéneos robustos para la hidrogenación asimétrica de flujo continuo. Estos catalizadores ofrecen una alta actividad y selectividad, lo que permite una síntesis eficiente de productos intermedios farmacéuticos sin lixiviación de metales.
Área de la Ciencia:
- Catálisis
- Química orgánica
- Ciencias de los materiales
Sus antecedentes:
- El desarrollo de catalizadores eficientes y selectivos es crucial para la síntesis asimétrica.
- Los catalizadores heterogéneos ofrecen ventajas en cuanto a separación y reciclabilidad.
- Los catalizadores quirales de rodio (Rh) se utilizan ampliamente en la hidrogenación asimétrica.
Objetivo del estudio:
- Desarrollar nuevos catalizadores de Rh quirales heterogéneos que utilicen interacciones ácido-base y electrostáticas.
- Evaluar la actividad, la selectividad y la robustez de estos catalizadores en hidrogenación asimétrica de flujo continuo.
- Demostrar la versatilidad de los catalizadores ajustando el entorno quiral y aplicándolos para sintetizar intermedios farmacéuticos.
Principales métodos:
- Síntesis de catalizadores de Rh quirales heterogéneos anclados a través de interacciones ácido-base y electrostáticas.
- Hidrogenación asimétrica de flujo continuo de las enamidas y los ácidos deshidroamino.
- Análisis de la enantioselectividad del producto y la estabilidad del catalizador.
- Ajuste de entornos quirales mediante la modificación de los ligandos quirales.
Principales resultados:
- Los catalizadores de Rh quirales heterogéneos desarrollados mostraron una alta actividad y selectividad.
- La hidrogenación de flujo continuo produjo amidas ópticamente activas sin lixiviación de metales.
- El rendimiento del catalizador se mantuvo en una amplia variedad de sustratos.
- Los entornos quirales eran fácilmente sintonizables alterando los ligandos quirales, mostrando la versatilidad del catalizador.
- Se logró con éxito la síntesis continua de ingredientes farmacéuticos intermedios activos.
Conclusiones:
- Los catalizadores de Rh quirales heterogéneos basados en interacciones ácido-base y electrostáticas son efectivos para la hidrogenación asimétrica de flujo continuo.
- Estos catalizadores proporcionan una plataforma robusta, versátil y libre de lixiviación de metales para la síntesis de valiosos compuestos quirales.
- La metodología permite una producción eficiente de productos farmacéuticos intermedios, destacando su aplicabilidad práctica.
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