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Una estrategia para la construcción de estructuras orgánicas covalentes quirales a partir de precursores cristalinos

Hui-Chao Ma¹, Jing-Ru Li¹, Xue-Tian Li¹

¹College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, P. R. China. huichaoma@sdnu.edu.cn.

Chemical communications (Cambridge, England)

|September 3, 2025

Resumen

Los investigadores desarrollaron una nueva estrategia para sintetizar marcos orgánicos covalentes quirales (CCOF) a partir de precursores achirales. Este método permite la separación enantioselectiva, mostrando el potencial de estos materiales avanzados en aplicaciones quirales.

Área de la Ciencia:

Ciencias de los materiales
Química orgánica
La cristalografía

Sus antecedentes:

Los marcos orgánicos covalentes quirales (CCOF) son cruciales para las aplicaciones que requieren enantioselectividad.
El desarrollo de estrategias de síntesis eficientes para los CCOF sigue siendo un desafío importante en la ciencia de los materiales.

Objetivo del estudio:

Establecer una estrategia de síntesis racional para la producción de CCOFs cristalinos a partir de COFs acirales.
Demostrar la versatilidad del método desarrollado en diferentes estructuras de COF achirales.
Evaluar el rendimiento de un CCOF sintetizado en la separación enantioselectiva.

Principales métodos:

Transformación de PI-2-COF aquiral en R/S-PPI-2-COF quiral mediante un nuevo método sintético.
Generalización de la estrategia mediante la conversión de otros dos COF achirales (PI-3-COF y COF_TFPY-PPDA) en sus contrapartes quirales.
Caracterización de los CCOF sintetizados, incluido el análisis estructural y la evaluación de la porosidad.

Principales resultados:

Síntesis exitosa de R/S-PPI-2-COF cristalino (grupo espacial P6) a través de la transformación desde el PI-2-COF achiral.
Generalidad demostrada de la estrategia sintética con conversión exitosa de PI-3-COF y COF_TFPY-PPDA.
R-PPI-2-COF exhibió una alta porosidad y un marco rico en nitrógeno/oxígeno, lo que permitió una separación enantioselectiva efectiva del metil mandelato racémico.

Conclusiones:

Se ha establecido una estrategia novedosa y generalizable para sintetizar marcos orgánicos covalentes quirales a partir de precursores achirales.
El R-PPI-2-COF sintetizado se muestra prometedor para aplicaciones en separaciones enantioselectivas debido a sus propiedades estructurales.
Este trabajo proporciona una vía para acceder a los COF quirales, ampliando su utilidad potencial en varios campos científicos.

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