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Hacia un Homo[2]catenano cargado empleando el Diazaperopirenio Reconocimiento homofílico

Xirui Gong, Jiawang Zhou, Karel J Hartlieb

¹Department of Chemistry, Faculty of Science , King Abdulaziz University , Jeddah 22254 , Saudi Arabia.

Journal of the American Chemical Society

|May 4, 2018

Resumen

Se sintetizó una nueva molécula octacacional mecánicamente entrelazada, el homo[2]catenano (DAPPHC⁸⁺) basado en diazaperopirenio (DAPP). Esta estructura robusta permite una transferencia de electrones más rápida, generando un estado temporal de carga separada.

Área de la Ciencia:

Química supramolecular
Ciencias de los materiales
La fotoquímica

Sus antecedentes:

Las moléculas mecánicamente entrelazadas (MIM) ofrecen propiedades estructurales y funcionales únicas.
El control de la transferencia de carga dentro de los MIM es crucial para el desarrollo de materiales avanzados.
Las unidades de diazaperopirenio (DAPP2+) se exploran por sus características electrónicas y fotofísicas.

Objetivo del estudio:

Para sintetizar y caracterizar un nuevo homocatenano basado en DAPP (DAPPHC 8+).
Investigar el papel de las interacciones homofílicas en la formación de DAPPHC.
Estudiar los procesos de transferencia de energía y electrones fotoinducidos dentro del sistema DAPPHC.

Principales métodos:

Síntesis del homocatenano octacacional (DAPPHC) bajo condiciones ambientales.
Análisis estructural en estado sólido utilizando cristalografía de rayos X para dilucidar las interacciones intermoleculares.
Estudios fotofísicos (absorción UV-Vis, espectroscopia de emisión, absorción transitoria) en solución

Principales resultados:

Síntesis exitosa de DAPPHC⁸⁺ en un rendimiento del 30%, impulsado por un equilibrio de apilamiento π-π y repulsión coulombina.
La estructura de estado sólido revela orientaciones y distancias específicas entre las unidades DAPP2+ y ExBIPY2+, cruciales para las interacciones homofílicas.
La fotoirradicación a 330 nm induce una transferencia simultánea de energía y electrones, formando un estado transitorio separado de carga con una cinética más rápida que el ciclófano precursor (DAPPBox 4+).

Conclusiones:

Las interacciones homofílicas son clave para el autoensamblaje y la estabilidad del homocatenano DAPPHC.
La arquitectura rígida y robusta de DAPPHC facilita una transferencia de electrones fotoinducida eficiente.
Este estudio demuestra el potencial de los MIM basados en DAPP para aplicaciones que requieren separación y transferencia de carga controladas.

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