Кафедра "Органічна хімія, біохімія, лакофарбові матеріали та покриття"

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Acyloxy group exchange in N-acyloxy-N-alkoxyamides
(Elsevier Inc., 2004) Shtamburg, V. G.; Tsyhankov, A. V.; Klots, E. A.; Kostyanovsky, R. G.
N-Chloro-N-alkoxyureas: synthesis, structure and properties
(Elsevier Inc., 2006) Shtamburg, V. G.; Shishkin, O. V.; Zubatyuk, R. I.; Kravchenko, S. V.; Tsygankov, A. V.; Mazepa, A. V.; Klots, E. A.; Kostyanovsky, R. G.
The XRD studies of N-chloro-N-alkoxyureas 1, 2 have revealed the high pyramidality of the amide nitrogen in the O–N–Cl group caused by nO–s*N–Cl anomeric effect, the other sequence of this effect is anionic lability of the chlorine atom; nucleophilic substitution at the nitrogen depends on the N'-substitutent nature: chlorine atoms in ureas 1 and 5 are replaced by outer nucleophile whereas, under the same conditions, ureas 2–4 undergo cyclization into 1-alkoxybenzimidazolin-2-ones 10–12.
Pyramidal amide nitrogen in N-acyloxy-N-alkoxyureas and N-acyloxy-N-alkoxycarbamates
(Elsevier Inc., 2006) Shishkin, O. V.; Zubatyuk, R. I.; Shtamburg, V. G.; Tsygankov, A. V.; Klots, E. A.; Mazepa, A. V.; Kostyanovsky, R. G.
The XRD studies of N-acyloxy-N-alkoxyamides 1, 2 have revealed a highly pyramidal configuration of amide nitrogen in the O–N–O group.
N,N-Dimethoxy-N-tert-alkylamines: new synthesis methods and the crystal structure of the precursor
(Elsevier Inc., 2006) Shtamburg, V. G.; Tsygankov, A. V.; Klots, E. A.; Fedyanin, I. V.; Lyssenko, K. A.; Kostyanovsky, R. G.
Under the methanolysis of N-methoxy-N-(1-pyridinium)amines salts 1a–c, nucleophilic substitution occurs at the nitrogen atom to form N,N-dimethoxyamines 2a,b; the crystal structure of precursor 1c has been studied.
Synthesis and structure of new N-alkoxy-N-(1-pyridinium)urea chlorides
(Deuton-X Ltd., 2016) Shtamburg, V. G.; Shtamburg, V. V.; Tsygankov, A. V.; Anishchenko, A. A.; Zubatyuk, R. I.; Shishkina, S. V.; Mazepa, A. V.; Klots, E. A.
New N-[1-(4-amino)pyridinium]-N-methoxyurea chloride, N-[1-(2-amino)pyridinium]-N-methoxyurea chloride and their analogs were synthesized by N-alkoxy-N-chloroureas reaction with the proper pyridines in acetonitrile or ether solution by improved procedure. XRD study of N-[1-(4-amino)pyridinium]-N-methoxyurea and N-[1-(2 amino)pyridinium]-N-methoxyurea revealed the elongation of N-N+ bonds and some shortening of MeO-N bonds, qunonoid deformation of pyridine rings compare to it unsubstituted analog. The substantial pyramidality of central nitrogen atom in O-N-N+ moiety and N-C carbamoyl bonds difference were established too. The structure summary of N-alkoxy-N-(1-pyridinium)ureas salts and other derivatives of 1-(N-alkoxyamino)pyridinium salts has been done.
Geminal System O-N-O: XRD Studies of Structure of Cyclic N,N-dialkoxyderivatives of Amines and Ureas
(Ekskluziv Publ., 2015) Shtamburg, V. G.; Tsyhankov, A. V.; Klots, E. A.; Kostyanovsky, R. G.