Researchers of the Zelinsky Institute have proposed a method for the synthesis of promising structures for the development of functional materials

The development of new functional organic materials remains one of the urgent problems of modern chemistry and materials science. From a chemical point of view, such materials most often consist of a variety of conjugated organic compounds. Numerous studies by chemists and materials scientists have confirmed that the replacement of carbocyclic fragments by nitrogen-containing heterocycles most often has a positive effect on the quality of the materials obtained. Special attention in this context is attracted by dihydrobenzotriazines and their derivatives. These compounds are direct precursors of Blatter radicals, which have ferromagnetic and antiferromagnetic properties, and are already used in molecular electronics and spintronics and in the production of liquid crystals. That is why the development of versatile methods for obtaining a wide range of dihydrobenzotriazines is an important task.

Researchers from the Laboratory of Nitrogen-Containing Compounds of the ZIOC have developed an approach to the synthesis of various 1,4-dihydrobenzo[e][1,2,4]triazines via aerobic oxidation of amidrazones in the presence of Pd/C and DBU. The resulting compounds are resistant to the action of various oxidizing agents due to the strong electron-withdrawing effect of substituents in the heterocyclic system. It should be noted that the Pd/C catalyst used in the reaction can be regenerated and reused at least five times without loss of efficiency. Most of the synthesized condensed heterocyclic systems have high thermal stability, which allows them to be applied in materials science and related fields.

Source:

Margarita A. Epishina, Alexander S. Kulikov, Leonid L. Fershtat Revisiting the Synthesis of Functionally Substituted 1,4-Dihydrobenzo[e][1,2,4]triazines Molecules 2022, 27, 2575. DOI: 10.3390/molecules27082575.