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El acoplamiento cruzado oxidativo catalizado por Pd de perfluoroarenos con heterociclos aromáticos

Chun-Yang He¹, Shilu Fan, Xingang Zhang

¹Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.

Journal of the American Chemical Society

|September 1, 2010

Resumen

Los investigadores desarrollaron un nuevo método para el acoplamiento cruzado de perfluoroarenos y heterociclos utilizando catálisis de paladio. Este proceso eficiente simplifica la síntesis de materiales de perfluoroareno-tiofeno para dispositivos electrónicos.

Área de la Ciencia:

Química orgánica es la química orgánica.
Ciencia de los materiales Ciencia de los materiales.

Sus antecedentes:

La funcionalización directa de las perfluoroarenas sigue siendo un desafío.
Los heterociclos aromáticos son componentes clave en los materiales funcionales.

Objetivo del estudio:

Desarrollar un método práctico para la síntesis de estructuras de perfluoroareno-tiofeno.
Permitir el acceso a nuevos materiales para aplicaciones electrónicas.

Principales métodos:

Acoplamiento cruzado oxidativo catalizado por el acetato de paladio (Pd) (OAc) (Pd2)).
Acoplamiento directo de perfluoroarenos con déficit de electrones con heterociclos aromáticos.

Principales resultados:

Se logra una alta eficiencia de reacción con una baja carga de catalizador (2,5 mol %).
Demostró una buena quimio y regioselectividad.
Mostró una excelente compatibilidad entre grupos funcionales.

Conclusiones:

El protocolo desarrollado ofrece una ruta directa y operacionalmente simple.
Este método proporciona un valioso acceso a las estructuras perfluoroareno-tiofeno para materiales funcionales.

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