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La dihidrosilación catalizada por el hierro de los alcinos: acceso eficiente a los bisilanos geminales

Meng-Yang Hu¹, Jie Lian¹, Wei Sun¹

¹State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry , Nankai University , Tianjin 300071 , China.

Journal of the American Chemical Society

|February 28, 2019

Resumen

Este estudio introduce un método catalizado por el hierro para la síntesis de bis (silanos) geminales a partir de alquinos. Este nuevo enfoque ofrece una alta economía atómica y condiciones suaves, expandiendo las posibilidades sintéticas de estos compuestos versátiles.

Área de la Ciencia:

Química organometálica
Química orgánica sintética
Catálisis

Sus antecedentes:

Geminal bis ((silanos) son valiosos intermedios sintéticos debido a su estabilidad y reactividad.
Los métodos sintéticos actuales para los sílanos geminales son limitados, lo que restringe su diversidad estructural y sus aplicaciones.

Objetivo del estudio:

Desarrollar un nuevo método catalítico para la síntesis de bisilanos geminales.
Explorar la utilidad de los catalizadores de hierro en la dihidrosilación de alquinas para la preparación de bis (silano) geminal.

Principales métodos:

La dihidrosilación catalizada por el hierro de los alquinos.
Selección de varios catalizadores para identificar las condiciones óptimas.
Estudios mecanicistas preliminares que incluyen investigaciones mecanicistas.

Principales resultados:

Desarrolló un método eficiente catalizado por hierro para sintetizar bis (silanos) geminales con una economía atómica del 100%.
El método demuestra una alta especificidad regional y funciona en condiciones de reacción suaves.
Se han preparado con éxito nuevos bis (silanos geminales) con fracciones secundarias de silano, lo que permite nuevas transformaciones sintéticas.

Conclusiones:

Los catalizadores de hierro son muy eficaces para la dihidrosilación de alquinos para producir bisilano geminal.
Esta nueva vía sintética mejora la accesibilidad y la utilidad de los bis (silanos) geminales en la síntesis orgánica.
La reacción se lleva a cabo a través de un mecanismo secuencial de hidrociliación catalizado por hierro.

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