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Una metodología versátil para la regioselectiva C8-metalación de las bases purinas
Dirk Brackemeyer1, Alexandre Hervé, Christian Schulte to Brinke
1Institut für Anorganische und Analytische Chemie, Westfälische Wilhelms-Universität Münster , D-48149 Münster, Germany.
Journal of the American Chemical Society
|May 15, 2014
Resumen
Los derivados de la purina como la 8-clorocafeína reaccionan con complejos de platino, formando nuevos ligandos de ylideno unidos a C8). La protonación posterior crea ligandos de carbenos N-heterocíclicos derivados de la purina, expandiendo la química de la coordinación.
Área de la Ciencia:
- Química organometálica Química orgánica de los metales.
- Coordinación Química de la Coordinación
- Química Medicinal La Química Medicinal es el campo de la Química Medicinal.
Sus antecedentes:
- Las nucleobases purinas generalmente se coordinan con los iones metálicos a través de los átomos de nitrógeno.
- Las reacciones de adición oxidativa que involucran enlaces C-halógenos son clave en la síntesis organometálica.
Objetivo del estudio:
- Para explorar la nueva reactividad de los derivados de purina con complejos de platino.
- Para sintetizar y caracterizar nuevos complejos de platino (II) con ligandos derivados de la purina.
Principales métodos:
- Reacción de la 8-clorocafeína y la 8-bromo-9-metiladenina con el tetráquico (((trifenilfosfina) platino (((0).
- Caracterización de los complejos resultantes de platino (II) utilizando técnicas espectroscópicas.
- Estudios de protonación para generar complejos de carbenos N-heterocíclicos.
Principales resultados:
- Adición oxidativa exitosa del enlace halógeno C(8) de las purinas a un centro de platino.
- Formación de complejos de platino (II) con un ligando único de ylideno unido a C (8).
- Generación de ligandos de carbenos N-heterocíclicos basados en purinas a través de la protonación de ylideno.
Conclusiones:
- Demostró una nueva ruta sintética para complejos organometálicos funcionalizados con purinas.
- Destacó el potencial de las purinas como versátiles ligandos en la química de la coordinación.
- Se han abierto caminos para desarrollar nuevos agentes terapéuticos o catalizadores basados en platino.
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