The research of ZIOC scientists is featured on the cover of a prestigious international journal

Among the various stable radicals, nitronyl nitroxides play an important role in the development of magnetic materials based on organic molecules. In recent years, metal complexes with nitroxide compounds have attracted considerable attention as promising magnetic materials.

In one of the latest works of scientists from the Chichibabin Laboratory of Heterocyclic Compounds of the Zelinsky Institute developed a versatile method for the preparation of benzimidazolyl-substituted nitronyl nitroxides fluorinated at the benzene ring. These compounds are quite interesting due to the fact that the fluorine atom has a very low polarizability and a strong inductive effect, while being a weak acceptor with respect to H-bond donors and only slightly more lipophilic than the hydrogen atom of the atom. In the course of the study, the structures of the obtained nitronyl nitroxides were unambiguously confirmed by X-ray diffraction analysis. The features of their binding by H-bonds in the solid phase were also revealed and a comparative analysis of their inherent redox properties was carried out. A quantum-chemical assessment of the thermodynamic acidity of the synthesized benzimidazolyl-substituted nitronyl nitroxydes was also given and their inherent magnetostructural correlations were revealed.

The results of the study were placed on the cover of The Journal of Organic Chemistry.

Source:

Evgeny Tretyakov, Pavel Fedyushin, Nadejda Bakuleva, Alexander Korlyukov, Pavel Dorovatovskii, Nina Gritsan, Alexey Dmitriev, Anna Akyeva, Mikhail Syroeshkin, Dmitri Stass, Mikhail Zykin, Nikolay Efimov, and Dominique Luneau Series of Fluorinated Benzimidazole-Substituted Nitronyl Nitroxides: Synthesis, Structure, Acidity, Redox Properties, and Magnetostructural Correlations // J. Org. Chem. 2023, 88, 10355−10370. DOI: 10.1021/acs.joc.2c01793.