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Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs

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Estructuras orgánicas covalentes basadas en quiral BINOL para la detección enantioselectiva

Xiaowei Wu¹, Xing Han¹, Qisong Xu²

¹School of Chemistry and Chemical Engineering and State Key Laboratory of Metal Matrix Composites , Shanghai Jiao Tong University , Shanghai 200240 , China.

Journal of the American Chemical Society

|April 12, 2019

Resumen

Los marcos orgánicos covalentes fluorescentes quirales (COF) se sintetizaron utilizando bloques de construcción de BINOL para la detección enantioselectiva. Estos COF demuestran una mayor sensibilidad y selectividad en la detección de vapores quirales, avanzando en materiales porosos para aplicaciones de quiralidad.

Área de la Ciencia:

Ciencias de los materiales
Química orgánica
Nanotecnología

Sus antecedentes:

Los marcos orgánicos covalentes (COF) ofrecen una plataforma versátil para el diseño de materiales funcionales.
La quiralidad es crucial en la síntesis y la ciencia de los materiales, siendo el 1,1'-bi-2-naftol (BINOL) una fuente quiral clave.
La integración de BINOL en los COF para aplicaciones enantioselectivas seguía siendo un área inexplorada.

Objetivo del estudio:

Para sintetizar nuevos COFs quirales fluorescentes que incorporen BINOL para procesos enantioselectivos.
Para investigar el potencial de estos COF como sensores de vapor quirales.
Mejorar las capacidades de discriminación quiral a través del confinamiento del marco.

Principales métodos:

Diseñó y sintetizó dos COFs fluorescentes quirales vinculados a la imina utilizando bloques de construcción de dialdehído y amina basados en BINOL enantiopuro.
Se exfolió un BINOL-COF en nanohojas 2D ultrafinas y se fabricaron membranas de nanofibra independientes.
Se evaluó la respuesta de amortiguación de la fluorescencia de las nanohojas y membranas de COF a los vapores quirales de olor.

Principales resultados:

Se prepararon con éxito dos nuevos COFs quirales fluorescentes en capas 2D con estructuras hexagonales y tetragonales.
Las nanohojas de BINOL-COF mostraron un apagado eficaz de la fluorescencia tras la interacción con los vapores quirales de olor.
En comparación con los sistemas homogéneos, las nanohojas de COF demostraron una sensibilidad y enantioselectividad significativamente mejoradas en la detección de vapor quiral debido a los efectos de confinamiento.

Conclusiones:

Desarrolló una nueva estrategia para la construcción de COFs quirales utilizando BINOL para aplicaciones enantioselectivas avanzadas.
Se ha demostrado la eficacia de los BINOL-COF como sensores de vapor quirales altamente sensibles y selectivos.
Destacó el potencial de los materiales porosos para amplificar la discriminación quiral para aplicaciones más amplias.

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