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Orden de largo alcance en ensamblajes supramoleculares en naftalenodiimidas discretas de múltiples cubiertas

Sudhir Kumar Keshri¹, Tomoya Ishizuka², Takahiko Kojima²

¹Molecular Design and Function Group, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba 305-0047, Japan.

Journal of the American Chemical Society

|February 18, 2021

Resumen

Los investigadores estudiaron las naftalenodiimidas flexibles de varios pisos (NDIs) que forman pilas π. El congénero más alto exhibió una reducción inusual de diez electrones, allanando el camino para las propiedades electrónicas de ingeniería.

Área de la Ciencia:

Química orgánica
Ciencias de los materiales
Química supramolecular

Sus antecedentes:

Las naftalenodiimidas (NDIs) son cromóforos versátiles con propiedades electrónicas sintonizables.
El control del autoensamblaje de las unidades NDI es crucial para el desarrollo de materiales funcionales avanzados.

Objetivo del estudio:

Investigar la solución y el comportamiento en estado sólido de las NDI conformacionalmente flexibles de varios pisos.
Comprender las interacciones de apilamiento π y su impacto en las propiedades electrónicas y ópticas.
Para explorar las propiedades electroquímicas de estos sistemas pi.

Principales métodos:

Cristalografía de rayos X para el análisis estructural en estado sólido.
Espectroscopia UV/Vis y de fluorescencia para la caracterización óptica.
Métodos electroquímicos (voltametría cíclica) para la investigación de las propiedades redox.

Principales resultados:

Las NDI conformacionalmente flexibles de varios pisos forman pilas π discretas en solución y estado sólido.
La cristalografía de rayos X reveló orientaciones específicas all-syn y all-anti basadas en el número de congéneres.
Las propiedades ópticas mostraron cambios significativos al enfriarse, lo que indica pilas de π ordenadas.
El congénero 5NDI demostró una reducción reversible de diez electrones sin precedentes dentro de una ventana de potencial estrecha.

Conclusiones:

El estudio demuestra la ingeniería exitosa de arquitecturas NDI apiladas con propiedades estructurales y electrónicas controlables.
La reducción de diez electrones observada pone de relieve el potencial de estos sistemas para procesos redox de varios electrones.
Estos hallazgos proporcionan una base para el diseño de nuevos materiales orgánicos con funcionalidades electrónicas a medida.

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