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Fusing of Seven HBCs toward a Green Nanographene Propeller
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2019-03-12 , DOI: 10.1021/jacs.9b01266 Yanpeng Zhu , Xiaoyu Guo , Yang Li , Jiaobing Wang
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2019-03-12 , DOI: 10.1021/jacs.9b01266 Yanpeng Zhu , Xiaoyu Guo , Yang Li , Jiaobing Wang
This work presents a green chiral nanographene propeller (NP), which is built by fusing seven hexabenzocoronenes in a helical arrangement. It contains 258 conjugated carbon atoms and represents the largest three-dimensional conjugated polycyclic aromatic hydrocarbons ever prepared using scalable solution chemistry. Despite its unusual molecular size, single-crystal X-ray structural analysis (resolution 0.9 Å) and baseline chiral resolution are achieved. NP is soluble in various organic solvents and can be fully characterized by common spectroscopic and voltammetric techniques. It has a strong panchromatic absorption from the ultraviolet to the near-infrared (λmax = 659 nm, ε = 179 000 M-1 cm-1). For instance, more than half of the spectral range between 300 and 800 nm witnesses an extinction coefficient larger than 100 000 M-1 cm-1. Moreover, a record-high Cotton effect in the visible spectrum is observed for enantiopure NP, with |Δε| values of 1182 and 1090 M-1 cm-1 at 374 and 405 nm, respectively. These photophysical properties evolve significantly compared to those of the propeller-shaped hexapole [7]helicene.
中文翻译:
将七个 HBC 融合到绿色纳米石墨烯螺旋桨上
这项工作提出了一种绿色手性纳米石墨烯螺旋桨 (NP),它是通过以螺旋排列融合七个六苯并可酮而构建的。它包含 258 个共轭碳原子,代表了有史以来使用可扩展溶液化学制备的最大的三维共轭多环芳烃。尽管其分子大小不同寻常,但仍可实现单晶 X 射线结构分析(分辨率 0.9 Å)和基线手性分辨率。NP 可溶于多种有机溶剂,可通过常见的光谱和伏安技术进行充分表征。它具有从紫外到近红外(λmax = 659 nm,ε = 179 000 M-1 cm-1)的强全色吸收。例如,在 300 到 800 nm 之间的光谱范围中,超过一半的消光系数大于 100 000 M-1 cm-1。而且,对于对映体纯 NP,在可见光谱中观察到了创纪录的棉花效应,|Δε| 374 和 405 nm 处的值分别为 1182 和 1090 M-1 cm-1。与螺旋桨形六极杆 [7] helicene 相比,这些光物理性质发生了显着变化。
更新日期:2019-03-12
中文翻译:
将七个 HBC 融合到绿色纳米石墨烯螺旋桨上
这项工作提出了一种绿色手性纳米石墨烯螺旋桨 (NP),它是通过以螺旋排列融合七个六苯并可酮而构建的。它包含 258 个共轭碳原子,代表了有史以来使用可扩展溶液化学制备的最大的三维共轭多环芳烃。尽管其分子大小不同寻常,但仍可实现单晶 X 射线结构分析(分辨率 0.9 Å)和基线手性分辨率。NP 可溶于多种有机溶剂,可通过常见的光谱和伏安技术进行充分表征。它具有从紫外到近红外(λmax = 659 nm,ε = 179 000 M-1 cm-1)的强全色吸收。例如,在 300 到 800 nm 之间的光谱范围中,超过一半的消光系数大于 100 000 M-1 cm-1。而且,对于对映体纯 NP,在可见光谱中观察到了创纪录的棉花效应,|Δε| 374 和 405 nm 处的值分别为 1182 和 1090 M-1 cm-1。与螺旋桨形六极杆 [7] helicene 相比,这些光物理性质发生了显着变化。