Zbruyev O. Synthesis, properties and transformations of bi- and tricyclic aziridine derivatives

Investigation objects: derivatives of bicyclic (3,5a-dihydro-1H-azireno[1,2-c]imidazole, 1,3,4,6a-tetrahydroazireno[1,2-a]pyrazine) and tricyclic (1,1а-dihydroazireno[1, 2-а]quinoxaline) aziridines. Aim: synthesis, investigation of structure, chemical and physicochemical properties of the new aziridinylanile derivatives, search for photo- and radiochromic compounds and composites. Methods: high-performance liquid chromatography, NMR, ESR, electron spectroscopy, mass-spectrometry, X-ray crystallography, quantum-chemical calculations. Scientific novelty: Conditions of Suzuki reaction enabling to successfully carry out the cross-coupling in polycyclic aziridines were developed. Stereochemistry of thermal, photochemical and ultrasonic-promoted cycloaddition reactions of dihydroazirenoquinoxalines was studied. The photo-induced deep colored form of fused aziridines was studied by various physical and chemical methods. It was shown that its properties differ from the ones of the particles formed upon transformations in solutions. The ptotochemical transformation degree upon irradiation of photochromic aziridines in the crystalline state was estimated. A hypothesis about the biradical nature of particles formed upon ptototrans-formations of the fused aziridines in crystals, polymeric and liquid crystal matrices, was advanced and proved. Degree of application: the data obtained could be used for studying radiochro-mic properties of polycyclic aziridines, creating photo- and radio-chromic compounds and compositions.