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Cobalto ((II) - Aminación electrooxidativa catalizada de arenos con alquilaminas

Xinlong Gao¹, Pan Wang¹, Li Zeng¹

¹The Institute for Advanced Studies (IAS), College of Chemistry and Molecular Sciences , Wuhan University , Wuhan 430072 , People's Republic of China.

Journal of the American Chemical Society

|March 10, 2018

Resumen

Un nuevo método electroquímico catalizado por cobalto permite la aminación C-H de arenas, produciendo valiosas arylaminas sin oxidantes externos. Este enfoque respetuoso con el medio ambiente ofrece una alta economía atómica y evita subproductos no deseados.

Área de la Ciencia:

Química orgánica
La electroquímica
Catálisis

Sus antecedentes:

El acceso a las arylaminas es crucial para la síntesis de productos farmacéuticos y materiales.
Los métodos tradicionales para la aminación C-H a menudo requieren condiciones duras u oxidantes estequiométricos.

Objetivo del estudio:

Desarrollar un protocolo electroquímico ecológico y eficiente para la aminación C-H catalizada por cobalto de arenas.
Para proporcionar una ruta sintética sencilla a las valiosas arylaminas.

Principales métodos:

Síntesis electroquímica en las células divididas.
Catálisis de cobalto para la formación de enlaces C-N.
Cribado de varias arenas y alquilaminas.

Principales resultados:

Formación exitosa de enlaces C-N entre diversas arenas y alquilaminas.
Alta economía atómica y evitación de oxidantes externos.
La escalabilidad se demostró hasta el nivel de gramos con una eficiencia moderada.
Los estudios del efecto del isótopo cinético (KIE) sugieren que la escisión de C-H no limita la velocidad.

Conclusiones:

El protocolo electroquímico desarrollado ofrece un método sostenible y eficiente para sintetizar arylaminas.
La ausencia de oxidantes externos mejora las credenciales verdes de la reacción.
Se necesitan más estudios mecanicistas para aclarar el paso limitador de la velocidad.

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