Fusing of Seven HBCs toward a Green Nanographene Propeller.

Fusing of Seven HBCs toward a Green Nanographene Propeller.
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DOI:
10.1021/jacs.9b01266
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发表时间:
2019-03
影响因子:
15
通讯作者:
Yanpeng Zhu;Xiaoyu Guo;Yang Li;Jiaobing Wang
Yanpeng Zhu;Xiaoyu Guo;Yang Li;Jiaobing Wang
中科院分区:
化学1区
文献类型:
--
作者:
Yanpeng Zhu;Xiaoyu Guo;Yang Li;Jiaobing Wang

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这项工作提出了一种绿色手性纳米石墨烯螺旋桨(NP),它是由七个六苯并冠烯在螺旋排列中融合而成的。它含有258个共轭碳原子,是迄今为止使用可扩展溶液化学制备的最大的三维共轭多环芳烃。尽管其不同寻常的分子大小,单晶x射线结构分析(分辨率0.9 Å)和基线手性分辨率实现。NP可溶于多种有机溶剂,并可通过普通光谱和伏安技术进行充分表征。它在紫外到近红外波段有较强的全色吸收(λmax = 659 nm, ε = 179 000 M-1 cm-1)。例如,在300到800纳米之间的光谱范围中,超过一半的消光系数大于100,000 M-1 cm-1。此外,对映纯NP在可见光谱中观察到创纪录的棉花效应,在374和405 nm处|Δε|值分别为1182和1090 M-1 cm-1。与螺旋桨形状的六极[7]螺旋相比,这些光物理性质发生了显著的变化。
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.