一种小型手性碳纳米管片段：环[7]对亚苯基-2,6-萘撑的精确合成及光物理性质
Precise synthesis and photophysical properties of a small chiral carbon nanotube segment: cyclo[7]paraphenylene-2,6-naphthylene.
作者信息
Wang Jinyi, Zhuang Guilin, Huang Qiang, Xiao Yifei, Zhou Yu, Liu Huiqing, Du Pingwu
机构信息
Hefei National Laboratory of Physical Science at the Microscale, CAS Key Laboratory of Materials for Energy Conversion, Department of Materials Science and Engineering, iChEM (Collaborative Innovation Center of Chemistry for Energy Materials), University of Science and Technology of China (USTC), 96 Jinzhai Road, Hefei, Anhui Province 230026, P. R. China.
出版信息
Chem Commun (Camb). 2019 Aug 7;55(64):9456-9459. doi: 10.1039/c9cc04700j.
Herein we report the precise synthesis and photophysical properties of a naphthalene-containing carbon nanohoop, cyclo[7]paraphenylene-2,6-naphthylene ([7]CPPNa2,6), as a sidewall segment of a [9,8] single-walled carbon nanotube ([9,8]SWNT) using a rationally designed strategy. To the best of our knowledge, [7]CPPNa2,6 represents the smallest chiral SWNT segment ever reported. The structure was confirmed by 1H NMR, 2D 1H-1H COSY NMR, 13C NMR, and HR-MS spectrometry. The nanohoop's interesting photophysical properties were investigated by steady-state and time-resolved spectroscopy combined with theoretical calculations. Compared with the [8]CPP and [9]CPP nanohoops, [7]CPPNa2,6 has a moderate strain energy (89.6 kcal mol-1) and a higher HOMO-LUMO gap (3.5 eV).
在此，我们报道了一种含萘的碳纳米环，即环[7]对亚苯基-2,6-萘撑（[7]CPPNa2,6）的精确合成及其光物理性质，它是[9,8]单壁碳纳米管（[9,8]SWNT）的侧壁片段，采用了合理设计的策略。据我们所知，[7]CPPNa2,6是有史以来报道的最小的手性单壁碳纳米管片段。通过1H NMR、二维1H-1H COSY NMR、13C NMR和高分辨质谱对其结构进行了确认。通过稳态和时间分辨光谱结合理论计算，研究了该纳米环有趣的光物理性质。与[8]CPP和[9]CPP纳米环相比，[7]CPPNa2,6具有适度的应变能（89.6 kcal mol-1）和更高的HOMO-LUMO能隙（3.5 eV）。
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