Toyota Shinji, Yoshikawa Manami, Saibara Toyoaki, Yokoyama Yuya, Komori Takashi, Iwanaga Tetsuo
Department of Chemistry, School of Science, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo, 152-8551, Japan.
Department of Chemistry, Faculty of Science, Okayama University of Science, 1-1 Ridaicho, Kita-ku, Okayama, 700-0005, Japan.
Chempluschem. 2019 Jun;84(6):643-654. doi: 10.1002/cplu.201800433. Epub 2018 Oct 9.
A series of cyclic oligomers consisting of 10-mesitylanthracene-1,8-diyl units and diacetylene linkers were synthesized as soluble π-conjugated compounds. Macrocyclic frameworks from dimer to octamer except heptamer were constructed from 1,8-diethynylanthracene derivatives by iterative coupling reactions. The rigid structure of the dimer, the strained structures of the trimer and the pentamer, and the belt-shaped structures of the other even-numbered oligomers were revealed by X-ray analysis and DFT calculations. The dynamic behavior of the cyclic oligomers was analyzed by observing variable-temperature H NMR spectra. The UV/Vis and fluorescence spectra of these emissive cyclic compounds are discussed on the basis of the molecular structures.
合成了一系列由10-均三甲苯基蒽-1,8-二基单元和二乙炔连接体组成的环状低聚物，作为可溶性π共轭化合物。通过迭代偶联反应，由1,8-二乙炔基蒽衍生物构建了从二聚体到八聚体（除七聚体）的大环框架。通过X射线分析和密度泛函理论（DFT）计算揭示了二聚体的刚性结构、三聚体和五聚体的应变结构以及其他偶数低聚物的带状结构。通过观察变温核磁共振氢谱（¹H NMR）分析了环状低聚物的动态行为。基于分子结构讨论了这些发光环状化合物的紫外/可见光谱和荧光光谱。
