I. N. Zyuzin

Alkylation of 1,1-bis(methoxy-NNO-azoxy)alkanes under phase-transfer catalysis

Abstract1,1-Bis(methoxy-NNO-azoxy)alkanes were alkylated in high yield at the central carbon atom under conditions of phase-transfer catalysis with selective formation of mono- and dialkyl derivatives.

5,5-Bis(alkoxy-NNO-azoxy)-1,3,2-dioxathiane 2-oxides. Synthesis and X-ray diffraction study

Abstract2,2-Bis(alkoxy-NNO-azoxy)propane-1,3-diols reacted with thionyl chloride to give previously unknown 5,5-bis(methoxy-NNO-azoxy)- and 5,5-bis(ethoxy-NNO-azoxy)-1,3,2-dioxathiane 2-oxides. Replacement of the hydroxy groups by chlorine is a minor reaction path. According to the X-ray diffraction data, the heteroring in the molecule of 5,5-bis(methoxy-NNO-azoxy)-1,3,2-dioxathiane 2-oxide adopts a chair conformation with axial orientation of the S=O bond.

Synthesis of methoxy-NNO-azoxyethene

The first representative of the alkoxy-NNO-azoxy olefin series, viz., methoxy-NNO-azoxyethene, was synthesized by the pyrolysis of 1,1-bis(methoxy-NNO-azoxy)ethane.

Synthesis of E -1-(alkoxy-NNO-azoxy)-2-arylethenes by the reaction of bis(alkoxy-NNO-azoxy)methanes with benzyl halides under conditions of phase-transfer catalysis

Reaction of bis(methoxy- and ethoxy-NNO-azoxy)methane with benzyl halides and alkali under the conditions of a phase-transfer catalysis furnishes in one stage E-1-(alkoxy-NNO-azoxy)-2-arylethene in 21–55% yields. The intermediate products, 1,1-bis(alkoxy-NNO-azoxy)-2-arylethanes under the action of alkali eliminate one of the two alkoxy-NNO-azoxy groups with the formation of a double bond. The optimum solvent is DMSO, and as benzyl halides, benzyl chlorides. In the case of 4-bromobenzyl bromide a formation was found of a side bisbenzylation product, 1,3-bis(4-bromophenyl)-2,2-bis(methoxy-NNO-azoxy)propane.

Structure of a bimolecular crystal of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane and methoxy-NNO-azoxymethane

The crystal structure of the bimolecular crystal of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (CL-20) and methoxy-NNO-azoxymethane (МАМ) (1:2) is studied. The CL-20 molecules adopt a ζ-conformation. The crystal structure is formed by layers of CL-20 and МАМ molecules, between which there are shortened NOδ–⋯Nδ+O contacts of the neighboring CL-20 and МАМ molecules.

Molecular and crystal structure of 1,2-bis(methyl-ONN-azoxy-oxy)ethane

The molecular and crystal structure of 1,2-bis(methyl-ONN-azoxy-oxy)ethane is studied. Its molecule has a gauche conformation with respect to the C–C bond with a torsion angle of 71.4°.

Azido derivatives of geminal bis(alkoxy-NNO-azoxy)compounds

Mesylate of 2,2-bis(methoxy-NNO-azoxy)ethanol readily reacts with sodium azide without addition of bases affording 1-azido-2,2-bis(methoxy-NNO-azoxy)ethane. In reactions of bistriflates of 2,2-bis-(methoxy- and ethoxy-NNO-azoxy)propane-1,3-diols with sodium azide in DMSO 1,3-diazido-2,2-bis-(methoxy- and ethoxy-NNO-azoxy)propanes form in a high yield. These diazides react with phenylacetylene to give 2,2-bis(methoxy-NNO-azoxy)-1,3-bis(4-phenyl-1H-1,2,3-triazol-1-yl)propane and 2,2-bis-(ethoxy-NNOazoxy)-1,3-bis(4-phenyl-1H-1,2,3-triazol-1-yl)-propane. The molecules of the obtained azides are prone to association in CDCl3 by alkoxyazoxy groups.

2,2-Bis(methoxy- and ethoxy-NNO-azoxy)propane-1,3-diol sulfonates

Abstract2,2-Bis(alkoxy-NNO-azoxy)propane-1,3-diols react with sulfonyl chlorides and trifluoromethanesulfonic anhydride in the presence of bases affording previously unknown methane-, trifluoromethane-, benzene and toluenesulfonates (sulfonic esters) of 2-bis(methoxy- and ethoxy-NNO-azoxy)propane-1,3-diols. The triflates are thermally less stable than mesylates, benzenesulfonates, and tosylates of the corresponding diols.

Developing state-of-the-art antiseptics based on pyridine derivatives

Research and design in the synthesis of pyridine derivatives with antiseptic properties, a pilot plant, and the organization of commercial production of state-of-the-art domestic antiseptics that reliably protect against dangerous infections are discussed, stressing that these project tasks were solved thanks to the RAS target program Innovation Support.

Molecular and crystal structure of 1,1-bis(methoxy-NNO-azoxy)-3,3,3-trinitropropane

The crystal structure of 1,1-bis(methoxy-NNO-azoxy)-3,3,3-trinitropropane is studied.