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Information × Registration Number 0224U033081, (0123U103043) , R & D reports Title Halopyridine aminals: synthesis and properties popup.stage_title Постановка синтезу. Аналіз та обробка отриманих результатів. Формування та написання публікації на основі отриманих результатів. Head Zahorulko Serhii P., Registration Date 17-12-2024 Organization Institute of Organic Chemistry NAS of Ukraine popup.description1 N-heterocyclic carbenes were widely used as ligands, which made it possible to obtain complexes with various transition metals on their basis, as well as to obtain catalysts with high catalytic activity. Acyclic carbenes are more reactive, but they are less stable compared to N-heterocyclic systems. Due to their nature, acyclic carbenes are characterized by insertion reactions involving C-C and C-H bonds, which makes them convenient and powerful modifying reagents for the functionalization of organic compounds.The lower stability of acyclic carbenes compared to N-heterocyclic ones significantly narrows the scope of their application. Therefore, the issue of finding and developing new approaches for the creation of carbenes of the acyclic series, as well as the study and research of their chemical properties, remains both open and relevant. In our department, a methodology for the synthesis of silylformamidine was proposed and developed. Using DFT calculations, it was shown that silylformamidine under fairly mild conditions is capable of thermal rearrangement due to the migration of the trimethylsilyl group with a minimum transition energy of 16.3 kcal/mol, which allows it to exist in equilibrium with the corresponding carbene.It was demonstrated that the high reactivity of silylformamidine allows the latter to insertion into sp, sp2 and sp3 hybridized CH bonds. Considering all the above, it would be interesting to investigate and study the chemical properties of silylformamidine using the example of reactions with other objects. For our further research, we selected all possible fluoroderivatives of pyridines in the molecule of which at least one free position was preserved for the occurrence of insertion reactions. For the purpose of a more detailed study of the wedge reaction of silylformamidine, it is interesting to check exactly how the replacement of the fluorine atom in the pyridine nucleus with another Cl, Br or I heteroatom will affect. popup.description2  A number of new aminals were obtained, the hydrolysis of which made it possible to obtain a number of corresponding formyl derivatives of halopyridines, which can be widely used as building blocks for creating new potentially biological compounds based on them. Product Description popup.authors Filimonchuk Serhii L. popup.nrat_date 2024-12-17 Close