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Síntesis, caracterización y reactividad de los complejos de hipocloritoirón (III) y porfirina
Zhiqi Cong1, Sachiko Yanagisawa, Takuya Kurahashi
1Institute for Molecular Science and Okazaki Institute for Integrative Bioscience, National Institutes of Natural Sciences, Myodaiji, Okazaki 444-8787, Japan.
Journal of the American Chemical Society
|December 11, 2012
Resumen
Se sintetizaron y caracterizaron complejos de porfirina de hierro (III) con ligandos de hipoclorito. Estos nuevos compuestos exhiben reactividad en la cloración, la sulfoxidación y la epoxidación, con un complejo que resulta significativamente más activo que el otro.
Área de la Ciencia:
- Química bioorgánica Química bioorgánica.
- Química organometálica Química orgánica de los metales.
- La catálisis es la catálisis.
Sus antecedentes:
- Las especies de hipocloritoirón (III) porfirina están implicadas como intermediarios clave en sistemas biológicos como la defensa antimicrobiana de los neutrófilos y la cloración catalizada por hemo.
- Comprender la estructura y la reactividad de estos intermedios es crucial para elucidar los mecanismos de reacción y desarrollar nuevos sistemas catalíticos.
Objetivo del estudio:
- Preparar y caracterizar espectroscópicamente nuevos complejos de bis ((hipoclorito) hierro ((III) porfirina e imidazol-hipoclorito) hierro.
- Investigar la reactividad de estos complejos en diversas transformaciones orgánicas, incluyendo la cloración, la sulfoxidación y la epoxidación.
- Para comparar la reactividad de diferentes especies de hipoclorito de hierro (III) y porfirina.
Principales métodos:
- Síntesis de bis (hipoclorito) hierro (III) porfirina (TPFP) Fe (III) OCl (II) y complejos de imidazol-hipoclorito hierro (TPFP) Fe (III) OCl (I-R-Im).
- Caracterización espectroscópica utilizando absorción, 2H y 19F RMN, EPR, espectroscopia Raman de resonancia y espectrometría de masas de ionización por electrospray a baja temperatura.
- Estudios de reactividad con varios sustratos orgánicos para evaluar las capacidades de cloración, sulfoxidación y epoxidación.
Principales resultados:
- Preparación exitosa y confirmación estructural de cuatro nuevos complejos de porfirina de hierro (III) que contienen ligandos de hipoclorito.
- Capacidad demostrada de los complejos sintetizados para catalizar las reacciones de cloración, sulfoxidación y epoxidación.
- El complejo de porfirina bis (hipoclorito) hierro (III) (1) exhibió una reactividad significativamente mayor en comparación con los complejos de imidazol-hipoclorito de hierro (2-4).
Conclusiones:
- El estudio proporciona una caracterización robusta de los nuevos complejos de hipocloritoirón (III) porfirinos.
- Estos complejos sirven como catalizadores efectivos para las transformaciones oxidativas clave, destacando su potencial en la química sintética.
- Los hallazgos contribuyen a la comprensión de los mecanismos de oxidación mediada por hierro-porfirina y el papel de las especies de hipoclorito.
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