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B ((C₆F₅) ₃ - Metátesis cruzada C-Si/Si-H catalizada de los hidrosilanos

Yuanhong Ma¹, Liang Zhang^1,2, Yong Luo¹

¹Organometallic Chemistry Laboratory, RIKEN , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.

Journal of the American Chemical Society

|August 25, 2017

Resumen

Los investigadores lograron una redistribución selectiva de hidrosilano a través de la metátesis de enlaces C-Si/Si-H utilizando un catalizador de boro. Este avance permite la síntesis eficiente de silanos funcionales con una amplia aplicabilidad.

Área de la Ciencia:

Química del silicio orgánico
Catálisis
Metodología sintética

Sus antecedentes:

La redistribución de sustitutos en los hidrosilanos a través de la escisión/reforma de enlaces C-Si y Si-H es difícil de controlar selectivamente.
Los métodos existentes a menudo carecen de la quimioselectividad deseada o la tolerancia del grupo funcional.

Objetivo del estudio:

Desarrollar un método novedoso y selectivo para la redistribución de los sustituyentes de hidrosilano.
Para lograr la homo- y la metástasis del enlace C-Si/Si-H utilizando hidrosilanos aromáticos ricos en electrones.
Establecer una nueva vía sintética para los silanos funcionales multisubstituidos.

Principales métodos:

Se utilizan hidrosilanos aromáticos ricos en electrones como sustratos.
Se utiliza el trifluorofenilborano (B6F5) 3 como catalizador de boro.
Se han investigado las reacciones de homo- y metástasis cruzada.

Principales resultados:

Logró la primera homo- y metátesis cruzada selectiva de enlaces C-Si/Si-H de hidrosilanos.
Se ha demostrado una alta quimioselectividad y un amplio alcance de sustrato.
Demostró una alta tolerancia del grupo funcional en condiciones de reacción simples.

Conclusiones:

El protocolo catalizado por boro desarrollado ofrece una vía nueva y eficiente para sintetizar silanos funcionales multisubstituidos.
Este método supera las limitaciones anteriores en la redistribución selectiva de hidrosilano.
La simplicidad y tolerancia del protocolo lo convierten en una herramienta valiosa en la síntesis de organosilicio.

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