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Difuncionalización selectiva de alquenos alifáticos no activados habilitados por un sistema catalítico

Fei-Hu Cui¹, Yuhui Hua^1,2, Yu-Mei Lin¹

¹State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, China.

Journal of the American Chemical Society

|January 25, 2022

Resumen

Un nuevo catalizador de osmio-cobre (Os-Cu) permite la amino- y oxiselenación selectiva de alquenos. Este complejo bimetálico logra altos rendimientos y selectividad, ofreciendo una nueva plataforma para el diseño de catalizadores organometálicos.

Área de la Ciencia:

Química organometálica
Catálisis
Química sintética

Sus antecedentes:

El diseño de catalizadores organometálicos eficaces es clave para el avance de las reacciones catalíticas.
Los complejos bimetálicos, los metalaromáticos y los complejos de pinzas representan clases importantes de catalizadores.

Objetivo del estudio:

Desarrollar un nuevo complejo heterometálico [Os-Cu] para aplicaciones catalíticas.
Investigar la actividad catalítica de este complejo en la funcionalización selectiva de los alquenos.

Principales métodos:

Síntesis y caracterización de un complejo heterometálico [Os-Cu].
Aplicación del complejo como catalizador para las reacciones de amino- y oxiselenación.
Evaluación del rendimiento catalítico con diversos sustratos, incluidos los difíciles.

Principales resultados:

El complejo [Os-Cu] cataliza eficazmente la amino- y oxiselenación selectiva de los alquenos no activados.
Más de 80 ejemplos demostraron altos rendimientos y una excelente quimio, regio y estereoselectividad.
El centro de osmio activa los nucleófilos, mientras que el enlace Os-Cu y la aromaticidad metálica mejoran la selectividad y estabilizan los intermedios.

Conclusiones:

El complejo [Os-Cu] desarrollado es un catalizador altamente eficaz para la difuncionalización de alceno.
Los efectos de cooperación entre los centros de osmio y cobre son cruciales para controlar la selectividad.
Este trabajo establece una plataforma versátil para el diseño de catalizadores que aprovechan los efectos cooperativos entre metales y metales aromáticos.

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