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Synthesis of a carbon nanobelt
Science ( IF 56.9 ) Pub Date : 2017-04-13 , DOI: 10.1126/science.aam8158
Guillaume Povie 1, 2, 3 , Yasutomo Segawa 1, 2 , Taishi Nishihara 1, 2 , Yuhei Miyauchi 1, 2, 4 , Kenichiro Itami 1, 2, 3, 5
Affiliation  

Stitching a belt out of carbon rings If you had a molecular scalpel, you could slice a carbon nanotube twice against the long axis to excise a loop of fused phenyl rings. Of course, knives don't come that small. Instead, Povie et al. succeeded in stitching together such a nanometer-scale belt in bottom-up fashion from molecular components, using consecutive Wittig reactions (see the Perspective by Siegel). The belt of 12 edge-sharing rings could ultimately be a first step toward more precisely controlled bottom-up syntheses of extended nanotubes. Science, this issue p. 172; see also p. 135 A molecular loop of 12 edge-sharing phenyl rings constitutes a first step toward rational synthesis of a carbon nanotube. The synthesis of a carbon nanobelt, comprising a closed loop of fully fused edge-sharing benzene rings, has been an elusive goal in organic chemistry for more than 60 years. Here we report the synthesis of one such compound through iterative Wittig reactions followed by a nickel-mediated aryl-aryl coupling reaction. The cylindrical shape of its belt structure was confirmed by x-ray crystallography, and its fundamental optoelectronic properties were elucidated by ultraviolet-visible absorption, fluorescence, and Raman spectroscopic studies, as well as theoretical calculations. This molecule could potentially serve as a seed for the preparation of structurally well-defined carbon nanotubes.

中文翻译:

碳纳米带的合成

用碳环缝合一条带 如果你有一把分子手术刀,你可以沿着长轴对碳纳米管进行两次切割,以切除一个稠合苯环的环。当然,刀不会那么小。相反,Povie 等人。使用连续的 Wittig 反应,成功地从分子成分中以自下而上的方式将这种纳米级带缝合在一起(参见 Siegel 的观点)。12 个边缘共享环带最终可能成为更精确控制自下而上合成延伸纳米管的第一步。科学,这个问题 p。172; 另见第。135 由 12 个共享边缘的苯环组成的分子环构成了合理合成碳纳米管的第一步。碳纳米带的合成,包括完全稠合的共享苯环的闭环,60 多年来,有机化学一直是一个难以捉摸的目标。在这里,我们报告了通过迭代 Wittig 反应和镍介导的芳基-芳基偶联反应合成一种这样的化合物。X射线晶体学证实了其带状结构的圆柱形,并通过紫外-可见吸收、荧光和拉曼光谱研究以及理论计算阐明了其基本光电特性。这种分子有可能用作制备结构明确的碳纳米管的种子。通过紫外可见吸收、荧光和拉曼光谱研究以及理论计算阐明了其基本的光电特性。这种分子有可能用作制备结构明确的碳纳米管的种子。通过紫外可见吸收、荧光和拉曼光谱研究以及理论计算阐明了其基本的光电特性。这种分子有可能用作制备结构明确的碳纳米管的种子。
更新日期:2017-04-13
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