Attempts to carry out intramolecular annulation of 9,10-diarylbenzo[h]quinolines and 9,10-di(hetero)arylphenanthrenes to aromatics with expanded p-conjugated systems by using different methods are described. The starting compounds (9,10-diarylbenzo[h]quinolines and 9,10-di(hetero)arylphenanthrenes) were prepared by C‒C bond activation in 1-azabiphenylene or biphenylene followed by insertion of internal alkynes. Interestingly, unlike in purely carbon-based aromatics, the course of the annulation turned out to be highly dependent on the structure of maternal compounds. In a handful of cases were obtained the expected or desired products. In others, unexpected rearrangements of the basic molecular frameworks were observed.

中文翻译：

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联苯撑和1-氮杂联苯撑作为氮杂多芳香族化合物合成的平台

描述了通过使用不同的方法，使用扩展的对共轭体系将 9,10-二芳基苯并[h]喹啉和 9,10-二（杂）芳基菲分子内环化为芳族化合物的尝试。起始化合物（9,10-二芳基苯并[h]喹啉和9,10-二（杂）芳基菲）通过1-氮杂联亚苯基或联亚苯基中的C-C键活化，然后插入内部炔烃来制备。有趣的是，与纯碳基芳烃不同，环化过程高度依赖于母体化合物的结构。在少数情况下，获得了预期或想要的产品。在其他情况下，观察到基本分子框架的意外重排。