AB Azo-coupling of a series of 6-ketomethylphenanthridines products was performed starting from 6- ketomethylphenanthridines and benzene diazonium chloride. The products were characterised using ¹H, ¹³C and ¹⁵N NMR, IR, UV and MS spectroscopic methods. The hydrazoimine forms were the only tautomer present in chloroform solution. Two rotamers were detected in chloroform solutions of the compounds studied. Analysis of the NMR data shows that the ratio of rotamers depends on electron-donating and electron-withdrawing properties of the substituent present in the benzene ring.

中文翻译：

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-氢亚氨基互变异构在α-偶氮-6-酮甲基菲啶中的研究

从6-酮甲基菲啶和氯化苯重氮开始，进行一系列6-酮甲基菲啶的AB偶氮偶联。使用¹ H，¹³ C和¹⁵ N NMR，IR，UV和MS光谱法对产物进行表征。亚胺形式是氯仿溶液中唯一的互变异构体。在所研究化合物的氯仿溶液中检测到两个旋转异构体。NMR数据的分析表明，旋转异构体的比例取决于存在于苯环中的取代基的给电子和吸电子性质。