Electronic Decoupling in C3-Symmetrical Light-Responsive Tris(Azobenzene) Scaffolds: Self-Assembly and Multi-Photochromism,Journal of the American Chemical Society

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Electronic Decoupling in C3-Symmetrical Light-Responsive Tris(Azobenzene) Scaffolds: Self-Assembly and Multi-Photochromism
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2018-10-31 , DOI: 10.1021/jacs.8b06324
Agostino Galanti ₁ , Valentin Diez-Cabanes ₂ , Jasmin Santoro ₃ , Michal Valášek ₃ , Andrea Minoia ₂ , Marcel Mayor _{3,

4} , Jérôme Cornil ₂ , Paolo Samorì ₁

Affiliation

We report the synthesis of a novel C3-symmetrical multiphotochromic molecule bearing three azobenzene units at positions 1, 3, 5 of the central phenyl ring. The unique geometrical design of such a rigid scaffold enables the electronic decoupling of the azobenzene moieties to guarantee their simultaneous isomerization. Photoswitching of all azobenzenes in solution was demonstrated by means of UV-vis absorption spectroscopy and high performance liquid chromatography (HPLC) analysis. Scanning tunneling microscopy investigations at the solid-liquid interface, corroborated by molecular modeling, made it possible to unravel the dynamic self-assembly of such systems into ordered supramolecular architectures, by visualizing and identifying the patterns resulting from three different isomers, thereby demonstrating that the multiphotochromism is retained when the molecules are confined in two dimensions.

中文翻译：

C3 对称光响应三（偶氮苯）支架中的电子去耦：自组装和多光致变色

我们报告了一种新型 C3 对称多光致变色分子的合成，该分子在中央苯环的 1、3、5 位具有三个偶氮苯单元。这种刚性支架的独特几何设计能够实现偶氮苯部分的电子去耦，以保证它们同时异构化。通过紫外-可见吸收光谱和高效液相色谱 (HPLC) 分析证明了溶液中所有偶氮苯的光开关。固液界面的扫描隧道显微镜研究，得到分子模型的证实，通过可视化和识别由三种不同异构体产生的模式，可以将这些系统的动态自组装分解为有序的超分子结构，

更新日期：2018-10-31

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