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La aziridinación directa de alquenos por un complejo de nitrido catiónico (salen) rutenio (VI)
Wai-Lun Man1, William W Y Lam, Shek-Man Yiu
1Department of Biology and Chemistry, City University of Hong Kong, Tat Che Avenue, Hong Kong, PRC.
Journal of the American Chemical Society
|November 26, 2004
Resumen
Los complejos de rutenio forman fácilmente compuestos de aziridina con alquenos. La cristalografía de rayos X confirmó las estructuras de estos nuevos complejos de rutenio ((III) aziridina, revelando enlaces únicos dentro de los ligandos de aziridina.
Área de la Ciencia:
- Química organometálica Química orgánica de los metales.
- Coordinación Química de la Coordinación
- Química sintética de la química sintética.
Sus antecedentes:
- Los complejos de rutenio son catalizadores versátiles en la síntesis orgánica.
- Las aziridinas son heterociclos estirados de tres miembros con una utilidad sintética significativa.
- Comprender la reactividad del rutenio de alta valencia con los alquenos es crucial para desarrollar nuevas metodologías sintéticas.
Objetivo del estudio:
- Para investigar la reacción de un complejo específico de rutenio (VI) con varios alquenos.
- Para sintetizar y caracterizar nuevos complejos de rutenio-aziridina.
- Para dilucidar las características estructurales de los complejos resultantes utilizando cristalografía de rayos X.
Principales métodos:
- Reacción de [RuVI ((N)) ((salchda)) ((CH3OH)) ]PF6 con alquenos (2,3-dimetil-2-buteno, estireno, trans-beta-metilestireno) en presencia de piridina o 1-metilimidazol.
- Aislamiento y caracterización de productos intermedios y productos de rutenio (IV) y rutenio (III).
- Cristalografía de rayos X para la determinación estructural de los principales complejos de rutenio (III) aziridina.
Principales resultados:
- El precursor de rutenio (VI) reaccionó fácilmente con los alquenos para formar intermedios de rutenio (IV) aziridina, que posteriormente se redujeron a complejos de rutenio (III).
- Una variedad de alquenos sustituidos por arilo produjo los correspondientes complejos de rutenio (III) aziridina.
- La cristalografía de rayos X confirmó las estructuras de dos complejos de rutenio ((III) aziridina, mostrando distancias Ru-N ((aziridina) consistentes con los ligandos neutros de aziridina y enlaces únicos dentro del anillo de aziridina.
Conclusiones:
- El complejo de rutenio (VI) estudiado es un precursor eficaz para la síntesis de complejos de rutenio-aziridina a través de la reacción con alquenos.
- La reacción procede a través de la formación inicial de una especie Ru(IV) seguida de la reducción a Ru(III).
- El análisis estructural confirma la integridad del anillo de aziridina y su coordinación con el rutenio.
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