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Conversión de enlaces de imina a oxazol y tiazol en marcos orgánicos covalentes
Peter J Waller1,2,3, Yasmeen S AlFaraj1,2, Christian S Diercks1,2,3
1Department of Chemistry , University of California-Berkeley , Berkeley , California 94720 , United States.
Journal of the American Chemical Society
|July 13, 2018
Resumen
Los investigadores desarrollaron un método fácil para crear marcos orgánicos covalentes estables y porosos (COF) con enlaces de tiazol y oxazol a partir de precursores vinculados a la imina. Este enfoque supera los desafíos en la cristalización de ciertas estructuras de COF.
Área de la Ciencia:
- Ciencias de los materiales
- Química orgánica
- Química de los polímeros
Sus antecedentes:
- Las estructuras orgánicas covalentes (COF) son polímeros porosos cristalinos con diversas aplicaciones.
- La síntesis de COF con enlaces específicos, como el tiazol y el oxazol, puede ser un desafío debido a la limitada reversibilidad microscópica.
- Los COF ligados a la imina son precursores comunes, pero pueden carecer de estabilidad química a largo plazo.
Objetivo del estudio:
- Desarrollar un método fácil y eficiente para la síntesis de estructuras orgánicas covalentes (COF) ligadas al tiazol y al oxazol.
- Investigar las propiedades estructurales, cristalinas y porosas de los COF vinculados al azole recién sintetizados.
- Evaluar la estabilidad química de los COF ligados al azole en comparación con sus precursores ligados a la imina.
Principales métodos:
- Conversión de un COF vinculado a la imina (ILCOF-1) a través de la sustitución del vinculante y la ciclización oxidativa.
- Caracterización mediante espectroscopia infrarroja, espectroscopia de RMN en estado sólido y difracción de rayos X en polvo.
- Evaluación de la porosidad mediante experimentos de sorción de nitrógeno.
Principales resultados:
- Se han sintetizado con éxito dos COF isostructuralmente ligados al azole (enlaces tiazol y oxazol) a partir de un precursor ligado a la imina.
- Confirmó la integridad de la conversión y la cristalinidad de los FOC resultantes.
- Se ha demostrado que los COF ligados al azole conservan la porosidad y presentan una mayor estabilidad química en comparación con el material de partida ligado a la imina.
Conclusiones:
- El método desarrollado proporciona un fácil acceso a los COF ligados al tiazol y al oxazol.
- Este enfoque permite la síntesis de COF con enlaces que suelen ser difíciles de cristalizar.
- Los COF ligados al azole resultantes ofrecen una mejor estabilidad química y mantienen la porosidad, ampliando sus aplicaciones potenciales.
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