Description
Main areas of research
The development of the fundamentals of the chemistry of aromatic and nitrogen-containing heterocyclic nitro compounds in order to create methodologies for the synthesis on their basis of new potential components of energetic materials, biologically active substances, monomers for heterochain high-molecular compounds, components of polymer compositions, new dyes, as well as reagents - chemical building blocks.
Main achievements
As part of the TNT (TNT) conversion (utilization) program based on it, as well as using its conversion products, methods and technologies have been developed for producing intermediates for synthesizing polymers, dyes, etc.
The factors that determine the nucleophilic substitution in polynitroarenes were revealed, which allowed them to purposefully carry out nitrosubstitution in them and to develop a method for introducing the given groups into TNT molecules, sim-trinitrobenzene and their derivatives.
As a result of joint research with the Institute of Chemical Physics, Russian Academy of Sciences, Federal State Unitary Enterprise GosNII 'Kristall ", INEOS RAS, Russian Chemical Technology University named after DI Mendeleyev:
flexible and rigid polyurethane foams with improved performance characteristics;
new condensation monomers (nitro group reduction products) and heat-resistant polyimides and polyamides based on them with improved characteristics, including increased solubility, with their possible use in microelectronics;
a number of condensation monomers and protogenic polymers based on them, containing sulfonic acid groups and capable of forming fuel cell membranes;
a representative range of dyes with a wide range of colors and high resistance properties suitable for dyeing wool, synthetic fibers and wood.
A new intramolecular cyclization of O-aryl ketooximes was revealed - the formation of a previously unknown type of substituted indoles containing hydroxy- and nitro-substituents with high fungicidal activity against a broad spectrum of phytopathogenic fungi, as well as with respect to clinical isolates of human fungi. (together with RHTU, IBMH RAMS, NAKFF).
A new methodology has been developed for the synthesis of a wide range of polycyclic benzannelated nitrogen-containing hetero-systems based on nitroarenes, including TNT and its transformation products. The main approaches are: nucleophilic substitution of hydrogen (SNH), nitro groups and some other substituents, cyclocondensation of hydride σH-adducts, and the first pericyclic reactions of [3 + 2] cyclic addition of nitroarenes.
With the participation of the laboratory in the international program for the creation of HIV-1 integrase inhibitors, a new type of inhibitors, nitro benzofuroxans and furasanes, was identified with activity acceptable for further research.
A method has been developed for the synthesis of 3,4,5-trinitropyrazole, which is completely nitrated by carbon atoms - a unique building block that allows, depending on the reaction conditions, to change the direction of nucleophilic substitution.
The main regularities of nucleophilic substitution in polynitropyrazoles are revealed. As a result, a universal method of directed heteroatomic functionalization of the pyrazole cycle, based on inter- and intramolecular nucleophilic substitution in polynitropyrazoles, was created. The use of this approach in the chemistry of high-energy compounds made it possible to synthesize a number of new energy-intensive pyrazole-containing compounds of increased efficiency, including low-sensitivity ones.
