Design of novel chirality of macrocyclic compound bearing heteroaromatic biaryls

进行了缠绕藤状有机分子的设计。结果表明，所合成的化合物具有分子不对称性，是一个没有碳基手性中心的分子。咪唑类化合物作为一种含氮杂环化合物，经过CH均偶联反应和Ru催化的关环复分解反应，得到了具有分子不对称性的化合物。所得化合物的结构经X-射线结构分析确证，并通过手性柱高效液相色谱分析揭示其手性。手性柱拆分也实现了两种对映体的分离。分子不对称的相关化合物也是用一种含硫原子的杂芳烃类化合物来制备的。

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.