Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Chikusa, Nagoya, Japan.
Graduate School of Science, Nagoya University, Chikusa, Nagoya, Japan.
Nat Chem. 2021 Mar;13(3):255-259. doi: 10.1038/s41557-020-00627-5. Epub 2021 Jan 25.
The structure-selective precise synthesis of carbon nanotubes (CNTs) has been long sought in materials science. The aromatic molecules corresponding to segment structures of CNTs, that is, carbon nanobelts (CNBs), are of interest as templates for CNT growth. Among the three types of CNB (armchair, chiral and zigzag CNBs), zigzag CNBs have been considered the most difficult type to synthesize. Here we report the synthesis, isolation and structural characterization of a zigzag CNB. The synthesis involves an iterative Diels-Alder reaction sequence followed by reductive aromatization of oxygen-bridged moieties. As predicted by theoretical calculations, this CNB was isolated as a stable compound. The structure of the zigzag CNB was fully characterized by X-ray crystallography and its wide energy gap with blue fluorescence properties was revealed by photophysical measurements. With synthetic strategies towards all three types of CNB in hand, the road to the precise synthesis of CNTs can now proceed to the next stage.
在材料科学中,人们一直长期寻求对碳纳米管(CNTs)进行结构选择性的精准合成。作为 CNT 生长的模板,对应于 CNT 段结构的芳香族分子,即碳纳米带(CNBs),受到关注。在三种类型的 CNB(扶手椅型、手性型和锯齿型 CNB)中,锯齿型 CNB 被认为是最难合成的类型。在这里,我们报告了锯齿型 CNB 的合成、分离和结构表征。该合成涉及一个迭代的 Diels-Alder 反应序列,然后是氧桥接部分的还原芳构化。正如理论计算所预测的那样,该 CNB 被分离为稳定的化合物。通过 X 射线晶体学对锯齿型 CNB 的结构进行了全面表征,并通过光物理测量揭示了其宽能隙和蓝色荧光特性。有了三种类型的 CNB 的合成策略,现在可以进入 CNT 精准合成的下一阶段。