Design of novel chirality of macrocyclic compound bearing heteroaromatic biaryls

进行了缠绕藤状有机分子的设计。发现所获得的化合物显示分子不对称性，这是一个没有碳手性中心的分子。咪唑衍生物作为一种含氮芳香杂环化合物，经过CH同偶联反应和氯离子催化的关环复分解反应，得到了分子不对称性的化合物.所得分子的结构通过X射线结构分析确认，其手性通过使用手性柱的HPLC分析揭示。两种对映体的分离也通过制备型手性柱的拆分进行了验证。分子不对称性的相关化合物也用噻吩衍生物制备，噻吩衍生物是带有硫原子的杂芳族化合物。

Design of winding-vine-shaped organic molecule was carried out. The obtained compound was found to show molecular asymmetry, which is a molecule with no carbogenic chiral center. Imidazole derivatives as a nitrogen-containing heteroaromatic compound was subjected to CH homocoupling reaction and following ruthenium-catalyzed ring-closing metathesis leading to the compounds showing molecular asymmetry. The structure of the obtained molecule was confirmed by X-ray structure analysis and its chirality was revealed by HPLC analysis with a chiral column. Separation of both enantiomers were also achievled by the resolution with a preparative chiral column. The related compound of molecular asymmetry was also prepared with a thiophene derivative, which was a heteroaromatic compound bearing a sulfur atom.