Статті КФтаТОР УДХТУ

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Dialkyl-N-Alkoxy-N-(4-Toluenesulfonyl) Phosphoramidates: Synthesis and Structure
(Ukrainian State University of Science and Technologies, Dnipro, 2025) Shtamburg Vasiliy G.; Klots E. A.; Shtamburg V. V.; Anishchenko A. A.; Shishkina S. V.; Kravchenko S. V.; Mazepa A. V.
ENG: This study investigates the reaction between N-alkoxy-N-chloro-4-toluenesulfonamides and N-chloro-N-(methoxy)methanesulfonamide with trialkyl phosphites, resulting in the formation of dialkyl N-alkoxy-N-(4-toluenesulfonyl)phosphoroamidates and dialkyl N-methoxy-N-methanesulfonylphosphoroamidates, respectively. The resulting dialkyl Nalkoxy-N-(4-toluenesulfonyl)phosphoramidates and N-alkoxy-Nmethanesulfonylphosphoramidates are identified as products of nucleophilic substitution at the amide nitrogen atom. The structures of these compounds have been confirmed by H, P and C NMR spectroscopy, mass spectrometry, and an XRD study. The XRD study of dimethyl N-methoxy-N-(4-toluenesulfonyl)phosphoroamidate and dimethyl N-ethoxy-N-(4-toluenesulfonyl)-phosphoroamidate reveals a pyramidal configuration at the amide nitrogen atom, along with the shortening of the N–O(Alk) bond and the elongation of the N–P and N–S bonds. In the asymmetric part of the unit cell, dimethyl N-ethoxy-N-(4-toluenesulfonyl)phosphoramidate exists in the form of two independent molecules that differ in the degree of pyramidality of the nitrogen atom and the lengths of its bonds.
Features of Elastomeric Compositions in the Presence of Regenerated Sunflower Oil Production Waste as Filler
(Oles Honchar Dnipro National University, Dnipro, 2015) Sokolova, Lina O.; Ovcharov, Valery I.; Toropin, Mykola V.; Burmistrov, Kostiantyn S.; Tyshchenko, Valeria O.
ENG: The paper investigates the peculiarities of the properties of elastomeric compositions based on butadiene-α-methylstyrene rubber of the Buna KER 1723 brand in the presence of regenerated sunflower oil production waste in comparison with the equal weight content (20.0 phr) of known mineral fillers. It has been shown that the hydrophobized products under study significantly affect the processibility of rubber compounds, the course of sulfur vulcanization at different temperatures, the level of rheokinetic characteristics, and the density of cross-links of elastomeric compositions. It has been established, that in terms of the rubber reinforcement factor, the spent adsorbent with 37 wt.% of the organic component (diatomite P), regenerated by two-stage washing with dichloroethane and petroleum ether, is superior to a product with 57 wt. % organic component (diatomite D), as well as chalk, but inferior to kaolin. Diatomite P can be recommended for use in industrial rubber formulations.
Synthesis of N-Acyloxy-1-(Dimethoxyphosphoryloxy)Benzimidates from N-Acyloxy-N-Chlorobenzamides
(Oles Honchar Dnipro National University, Dnipro, 2025) Shtamburg, Vasiliy G.; Klots, Evgeniy A.; Shtamburg, Victor V.; Anishchenko, Andrey A.; Shishkina, Svitlana V.; Mazepa, Alexander V.; Kravchenko, Svetlana V.
ENG: Aim. The objective of this research was to investigate the potential interaction between N-acyloxy-N-chlorobenzamides and trialkyl phosphites, along with the characterization of the resulting products' structures. Methods. Employing techniques such as 1H, 31P and 13C NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction, we have proved that the reaction of N-acyloxy-N-chlorobenzamides with trimethyl phosphite in diethyl ether produces N-acyloxy-1-(dimethoxyphosphoryloxy)benzimidates. Our research demonstrates that the reaction between N-acyloxy-N-chlorobenzamides and trialkyl phosphites offers a novel approach to synthesize Z-N-acyloxy-1-(dialkoxyphosphoryloxy)benzimidates. This discovery unveils a significant chemical transformation of N-acyloxy-N-chlorobenzamides. The structure of N-acyloxy-1-(dimethoxyphosphoryloxy)benzimidates has been confirmed by 1H, 31P and 13C NMR spectroscopy, mass spectrometry, and XRD study. The study of the N-(4-nitrobenzoyloxy)-1-(dimethoxyphosphoryloxy)benzimidate structure has revealed that the N-(4-nitrobenzoyloxy)-1-(dimethoxyphosphoryloxy)benzimidate is the Z-isomer, with the dimethoxyphosphoryloxy moiety and the N-4-nitrobenzoyloxy group being cis-oriented to the N=C double bond. The ether moiety and the N=C double bond are coplanar, while the dimethoxyphosphoryl substituent is orthogonal to the plane of the N=C double bond. The interaction of N-acyloxy-N-chlorobenzamides with trimethyl phosphite has led to a new synthesis of Z-N-acyloxy-1-(dialkoxyphosphoryloxy)benzimidates. The new chemical properties of N-acyloxy-N-chlorobenzamides have been established. The X-ray study of Z-N-4-nitrobenzoyoxy-1-benzimidate has demonstrated the peculiarities of its structure. Notably, an intriguing phenomenon of nitrogen-to-oxygen migration of the dimethoxyphosphoryl group has been observed.