Design of novel chirality of macrocyclic compound bearing heteroaromatic biaryls

进行了缠绕藤状有机分子的设计。所得化合物具有分子不对称性，是一个无碳手性中心的分子。咪唑衍生物作为一种含氮杂芳香化合物，经过CH均偶联反应和钌催化的合环复分解，使化合物表现出分子不对称性。通过x射线结构分析证实了所得分子的结构，并通过手性柱进行了高效液相色谱分析。两种对映体的分离也通过制备手性柱的分离实现。用噻吩衍生物制备了分子不对称的相关化合物，该化合物是含硫原子的杂芳化合物。

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.