In this work, a coupling reaction of aryl diazonium salts with a poly-N-nucleophile is developed for the synthesis of a variety of heterobicyclic tetrakis- and bistriazene compounds. The transformation proceeds smoothly in basic medium with good and moderate yields. In addition to the expected 3,3′-methanediylbis{1,5-bis[(E)-aryldiazenyl]-1,3,5-triazepanes}, two classes of heterobicyclic bis-triazenes were obtained by two ring rearrangement reactions. Using this method, an unknown class of organic compounds containing the saturated bis(imidazolidinyl)-methane unit can be accessed efficiently.

中文翻译：

---

杂双环四和双三氮烯的合成：3,3'-乙烷-1,2-二基双（1,3,5-三氮杂双环[3.2.1]辛烷）（ETABOC）与带有给电子基团的重氮盐之间的反应

在这项工作中，开发了芳基重氮盐与聚N-亲核试剂的偶联反应，用于合成各种杂双环四和双三氮烯化合物。转化在基本培养基中顺利进行，且产量中等。除了预期的3,3'- methanediylbis {1,5-双[（ë） - aryldiazenyl ] -1,3,5- triazepanes}，杂双-三氮烯的两个类由两个环的重排反应得到。使用这种方法，可以有效地获得未知的含有饱和双（咪唑烷基）-甲烷单元的有机化合物。