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Doble N,B-tipo bidentato borilo ligandos que permiten un catalizador de iridio altamente activo para la C-H

Guanghui Wang¹, Liang Xu¹, Pengfei Li¹

¹Center for Organic Chemistry, Frontier Institute of Science and Technology (FIST), Xi'an Jiaotong University, 99 Yanxiang Road, Xi'an, Shaanxi 710054, China.

Journal of the American Chemical Society

|June 17, 2015

Resumen

Los investigadores desarrollaron nuevos aniones de borilo como ligandos bidentados para la borilación sp(2) C-H. Esta innovación permite catalizadores de iridio altamente activos para diversos sustratos (hetero) arenos, avanzando en la catálisis organometálica homogénea.

Área de la Ciencia:

Química organometálica Química orgánica de los metales.
La catálisis de la catálisis.
Diseño del ligando diseño de ligando.

Sus antecedentes:

Los ligandos de borilo son valiosos en la catálisis debido a sus fuertes capacidades de donación de electrones.
El desarrollo de nuevos tipos de ligandos es crucial para el avance de las reacciones catalíticas.

Objetivo del estudio:

Diseñar y sintetizar nuevos aniones borilo tipo N,B dobles como ligandos bidentados.
Para utilizar estos ligandos para promover las reacciones de borilación sp(2) C-H.
Establecer el primer ejemplo de un ligando de borilo bidentado en catálisis organometálica homogénea.

Principales métodos:

Síntesis de un compuesto simétrico tetraaminodiborano (((4) que contiene piridina como precursor de un ligando.
Generación de catalizadores in situ utilizando el precursor de ligando y [Ir(OMe) ((COD) ]2.
Aplicación del catalizador en la borilación C-H de varios sustratos de (hetero) areno.

Principales resultados:

Se diseñó y sintetizó con éxito un nuevo ligando de borilo bidentado.
El ligando facilitó la generación in situ de un catalizador de iridio altamente activo.
El catalizador demostró un amplio alcance de sustrato, incluyendo arenas ricas en electrones y estéricamente obstaculizadas (hetero).

Conclusiones:

Los aniones de borilo de tipo doble N,B son ligandos bidentados efectivos para la borilación sp(2) C-H.
Este trabajo introduce el primer ligando de borilo bidentado para la catálisis organometálica homogénea.
El sistema catalítico desarrollado ofrece un enfoque versátil para la funcionalización de diversas (hetero) arenas.

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