K. A. Ivshin

“Clickable” thiacalix[4]arene derivatives bearing polymerizable 1,3-butadiyne fragments: synthesis and incorporation into polydiacetylene vesicles

p-tert-Butylthiacalix[4]arene derivatives in 1,3-alternate stereoisomeric form bearing polymerisable 1,3-butadiyne fragments on the one side and amino/carboxylic groups on another were synthesized using stepwise functionalisation. Calixarene 7 embedded in polydiacetylene nanoparticles showed a selective colorimetric response toward lanthanide ions.

5-Amino-Substituted Derivatives of 4-Nitrofurazane: Synthesis, Structure, and Biological Activity

New amination reactions of 5-chloro-4-nitrobenzofurazane with different amines were studied. The reactions of 5-chloro-4-nitrobenzofurazane with 2,4,6-trichloro-, para-acetyl-, and para-carboxyethylanilines gave the products of aromatic nucleophilic substitution of the chlorine substituent in the nitrogenous heterocycle, the composition and structure of which was established by chemical, physical, and physicochemical methods and X-ray diffraction analysis. The thermal stability was studied by synchronous thermogravimetry and differential scanning calorimetry (TG‒DSC). The synthesized compounds showed a high antibacterial and antimycotic activity against human and animal pathogenic microflora.

Calixarene alpha-ketoacetylenes: versatile platforms for reaction with hydrazine nucleophile

Late stage diversification of calix[4]arenes and thiacalix[4]arenes with heterocycles remains a significant synthetic challenge and hampers further exploitation of the scaffolds. Here we describe the development of a short and facile synthetic route to conformationally diverse novel calix[4]arene and thiacalix[4]arene ynones using a palladium cross coupling approach (5% Pd(II) + 10% Cu(I)) with benzoyl chloride. Their successful conversion to heterocycles to afford pyrazoles was demonstrated through treatment with hydrazine. Functionalisation is calixarene conformation and linker independent enabling access to a library of structures.

The Influence of Solvents on the Alkylation of Carboxylate Phosphabetaines with Alkyl Iodides

The new alkylation reactions of a series of mono- and dicarboxylate phosphabetaines with methyl and ethyl iodides in different solvents have been studied. These reactions have afforded stable compounds: iodine-containing salts of phosphonium with different structure.

Synthesis, structure, and antimicrobial activity of (carboxyalkyl)dimethylsulfonium halides

Reactions of a series of ω-halocarboxylic acids (2-bromo-, 2-chloroethanoic, 3-bromo- and 3-chloropropanoic) with dimethyl sulfide resulted in the formation of stable (carboxylalkyl)dimethylsulfonium bromides and chlorides. Composition and structure of the salts obtained were established by a complex of chemical, physical and physicochemical methods. The sulfonium salts obtained showed high antibacterial and antimycotic activities with respect to the pathogenic microflora of humans and animals.

Synthesis, Structure, and Antimicrobial Activity of the Reaction Products of Chloronitro-Substituted Benzofurazanes and Benzofuroxanes with Morpholine

New amination reactions of morpholine with a series of chloronitro-substituted benzofurazanes and -furoxanes were studied. The reactions of morpholine with 5,7-dichloro-4,6-dinitrobenzofuroxane and 4-chloro-5-nitro- and 5-chloro-4-nitrobenzofurazanes gave products of the aromatic nucleophilic substitution of the chlorine substituents in the nitrogenous heterocycles. The composition and structure of the products were established by chemical, physical, and physicochemical methods. The reaction of morpholine with 4,6-dinitrobenzofuroxane gave a stable Meisenheimer σ-complex, the structure of which was assessed by X-ray diffraction analysis. The synthesized compounds showed high antibacterial and antimycotic activities toward pathogenic human and animal microflora.

Synthesis and structure of N , N ′-bis(dihexylphosphorylmethyl)-1,4-diaminobutane

N,N′-Bis(dihexylphosphorylmethyl)-1,4-diaminobutane has been obtained via the Kabachnik–Fields reaction. Crystal structure of its salt with nitric acid (bisphosphoryldiammonium dinitrate) has been studied.

Synthesis, structure, and complexing properties of 2,2′-{[(diisopropoxyphosphoryl)methyl]azanediyl}diacetic acid

Abstract2,2′-{[(Diisopropoxyphosphoryl)methyl]azanediyl}diacetic acid has been synthesized by the Kabachnik–Fields reaction and its complexing ability toward cobalt(II) and nickel(II) ions has been studied.

Synthesis and membrane transport properties of bis(dihexylphosphorylmethyl)-1,4-diaminebutane

GRAPHICAL ABSTRACT ABSTRACT The membrane-transport properties have been studied. It was found that bis(dihexylphosphorylmethyl)-1,4-diaminebutane is a good extractant for triply charged metal ions such as Sc(III), Nd(III), and Sm(III). However, it does not exhibit any noticeable selectivity with respect to certain substrates. Bis(dihexylphosphorylmethyl)-1,4-diaminebutane is a good carrier of nitric acid. We have recorded the crystal structure of the complex of the reagent mentioned with the nitric acid.

Synthesis and structure of novel phosphorylated azomethines

GRAPHICAL ABSTRACT ABSTRACT The condensation of do-, hexa-, octadecan-1-amines with bromo- and nitrobenzaldehydes yielded a series of Schiff bases in good yields. Subsequent reaction of these compounds with dioctylphosphine oxide yielded phosphorylated azomethines and some were characterized using X-ray crystallography. The structure of the isolated compounds was determined by IR and NMR spectroscopy, elemental analysis, and their thermal stability was studied by simultaneous thermogravimetry and differential scanning calorimetry. All of the synthesized compounds were tested for their antibacterial and anti-Candida activity. A number of the compounds exhibited antimicrobial activity comparable to that of the commercially available drugs, ciprofloxacin and clotrimazole.