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Reacciones de hidrocarburos estirados con catalizadores de metátesis de alqueno y alquino
Matthew Carnes1, Daniela Buccella, Theo Siegrist
1Department of Chemistry and The Center for Electron Transport in Molecular Nanostructures Columbia University, New York, New York 10027, USA.
Journal of the American Chemical Society
|October 2, 2008
Resumen
La polimerización de un monómero de anillo de ocho miembros forzado se produce a través de la metástasis de alquino. La liberación de cepas impulsa esta reacción, permitiendo una reactividad única con catalizadores de rutenio y formando nuevas estructuras.
Área de la Ciencia:
- Química orgánica es la química orgánica.
- Química de Polímeros La Química de Polímeros es la química de los polímeros.
- La catálisis de la catálisis.
Sus antecedentes:
- Las reacciones de metátesis son cruciales en la síntesis orgánica y en la química de polímeros.
- Las moléculas cíclicas tensadas ofrecen perfiles de reactividad únicos.
- Los catalizadores basados en rutenio son ampliamente utilizados para las reacciones de metatesis.
Objetivo del estudio:
- Para investigar las reacciones de metátesis de un anillo de ocho miembros con tensión que contiene grupos alqueno y alquino.
- Para explorar el comportamiento de polimerización de este monómero tensado utilizando catalizadores de metástasis de alquino y alqueno.
- Para entender la reactividad inusual impartida por la estructura del monómero tensado.
Principales métodos:
- Síntesis de un monómero de anillo tenso de ocho miembros con funcionalidades de alqueno y alquino.
- La polimerización de la metatesis de alquina de apertura de anillo (ROAM) utilizando un catalizador adecuado.
- Investigación de reacciones con catalizadores de metátesis de alquenos basados en rutenio.
- Caracterización de los productos de reacción, incluyendo materiales poliméricos y especies moleculares discretas.
Principales resultados:
- El catalizador de la metástasis de alquino indujo con éxito la polimerización de la metástasis de alquino de apertura de anillo.
- La polimerización fue impulsada por la liberación de energía de deformación dentro del monómero.
- El monómero tensado exhibió una reactividad inusual con los catalizadores de metástasis de alqueno a base de rutenio.
- Se aisló una especie trímera discreta, un derivado del benceno de Dewar.
Conclusiones:
- La liberación de deformación es una fuerza impulsora clave para la polimerización de la metátesis alquina de apertura de anillo de monómeros cíclicos tensados.
- Los sistemas cíclicos tensos pueden conducir a nuevos patrones de reactividad con catalizadores de metástasis establecidos.
- El estudio demuestra el potencial para crear estructuras poliméricas únicas y arquitecturas moleculares discretas a partir de precursores tensados.
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