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Una estrategia general de grupo de protección térmolabile para los marcos organocatalíticos metal-orgánicos
David J Lun1, Geoffrey I N Waterhouse, Shane G Telfer
1MacDiarmid Institute for Advanced Materials and Nanotechnology, Massey University, Palmerston North, New Zealand.
Journal of the American Chemical Society
|March 30, 2011
Resumen
Una nueva estrategia incorpora unidades organocatalizadoras en marcos metal-orgánicos (MOF) utilizando un grupo de protección extraíble. Este método crea MOFs activos para las reacciones asimétricas de aldol y evita la interpenetración del marco para el acceso a sustratos más grandes.
Área de la Ciencia:
- Ciencia de los materiales Ciencia de los materiales.
- Química orgánica es la química orgánica.
- La catálisis es la catálisis.
Sus antecedentes:
- Las estructuras metálicas orgánicas (MOF) son materiales porosos versátiles.
- La incorporación de actividad catalítica en los MOF mejora su funcionalidad.
- El desarrollo de métodos eficientes para la funcionalización de MOF es crucial.
Objetivo del estudio:
- Presentar una estrategia general para la incorporación de fracciones organocatalíticas en los MOF.
- Para demostrar el uso de grupos protectores termoáviles para la síntesis de MOF.
- Para crear MOFs con actividad catalítica para reacciones asimétricas de aldol.
Principales métodos:
- Las unidades organocatalizadoras se protegieron con un grupo terto-butoxicarbonilo (Boc) térmolable.
- Las unidades protegidas se incorporaron a una estructura cúbica de zinc (II) IRMOF.
- Se utilizó el calentamiento post-sintético para revelar la fracción organocatalítica.
- La actividad catalítica del MOF resultante se probó en reacciones asimétricas de aldol.
Principales resultados:
- Se desarrolló con éxito una estrategia general para incorporar fracciones organocatalíticas protegidas en los MOF.
- La eliminación de los grupos protectores de Boc a través del calentamiento activó con éxito la fracción de prolina dentro del MOF.
- El MOF resultante exhibió actividad catalítica en reacciones asimétricas de aldol.
- Los voluminosos grupos Boc impidieron la interpenetración del marco, lo que condujo a estructuras de MOF más abiertas.
Conclusiones:
- La estrategia presentada ofrece una ruta versátil para la síntesis de MOFs catalíticamente activos.
- Este método permite la introducción controlada de organocatálisis en las estructuras de MOF.
- Los MOF resultantes son adecuados para catalizar reacciones asimétricas y acomodar sustratos más grandes.
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