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Controlar la estereoquímica y la regularidad de las monocapas autoensambladas de butanetiol en au{111})

Jiawei Yan¹, Runhai Ouyang, Palle S Jensen

¹Department of Chemistry, Technical University of Denmark , Kongens Lyngby 2800, Denmark.

Journal of the American Chemical Society

|November 20, 2014

Resumen

Los butanetiolos quirales forman monocapas autoensambladas (SAM) en las superficies de oro, revelando una compleja estereoquímica. Las interacciones estéricas, no la unión de grupos de cabeza, dictan la estructura y la quiralidad de SAM, lo que lleva a dominios quirales organizados.

Área de la Ciencia:

Ciencias de la superficie Ciencias de la superficie.
Nanotecnología La nanotecnología es la nanotecnología.
Química orgánica es la química orgánica.

Sus antecedentes:

Las monocapas autoensambladas (SAM) son cruciales para afinar las propiedades de la superficie.
Comprender la quiralidad en los SAM es clave para los dispositivos moleculares avanzados.
Las interfaces de oro sobre tiolato son ampliamente estudiadas por su estabilidad y aplicaciones.

Objetivo del estudio:

Para aclarar la estereoquímica de las SAMs de butanetiol en el Au{111).
Investigar el papel de las interacciones estérico versus headgroup en la formación de SAM.
Para explorar la influencia de la quiralidad en la estructura SAM y la formación de dominios.

Principales métodos:

Síntesis de 2-butanetiol enantioméricamente puro. sintez de 2-butanetiol enantioméricamente puro. sintez de 2-butanetiol enantioméricamente puro. sintez de 2-butanetiol enantiomérico. sintez de 2-butanetiol enantiomérico. sintez de 2-butanetiol enantiomérico. sintez de 2-butanetiol enantiomérico. sintez de 2-butanetiol enantiomérico. sintez de 2-butanetiol enantiomérico. sintez de 2-butanetiol enantiomérico.
Microscopía de túnel de exploración in situ (STM) de imágenes.
Teoría funcional de la densidad (DFT) simulaciones de dinámica molecular para el análisis de imágenes STM.

Principales resultados:

Los SAMs de butanetiol exhiben una rica estereoquímica con múltiples centros quirales.
Las interacciones estéricas controlan predominantemente la estructura SAM y la quiralidad sobre la unión del grupo de cabezas.
La unión directa de los tiolatos forma grandes dominios quirales, suprimiendo el pitting y mejorando la regularidad estructural.

Conclusiones:

Los efectos estéricos son primordiales para dictar la estructura y la quiralidad de las SAMs de butanetiol.
Los sustituyentes aquirales pueden conducir a dominios quirales a través del control estérico.
La unión directa de tiolato ofrece una ruta a SAMs quirales altamente ordenados en superficies de oro.

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