Yu. S. Kudyakova

New chiral metal complexes based on 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates

Ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates reacted with (1S,2S)-1,2-diphenylethane-1,2-diamine to give diethyl 2,2′-{[(1S,2S)-diphenylethane-1,2-diyl]bis[iminomethylidene]}bis(3-oxo-3-polyfluoroalkyl)alkanoates which were used as ligands to obtain chiral complexes with transition metals.

Water-soluble 2-aminomethylidene-1,3-dicarbonyl compounds as new chalcogenide colloidal stabilizers

Reactions of 2-ethoxymethylidene derivatives of 1,3-dicarbonyl compounds with N,N-dimethylethane-1,2-diamine gave a number of 2-[(2-dimethylaminoethyl)amino]methylidene-1,3-dicarbonyl compounds which were subjected to regioselective quaternization at the tertiary nitrogen atom with methyl iodide. The resulting quaternary ammonium salts inhibited aggregation of cadmium and zinc sulfide sols in aqueous medium.

Synthesis and properties of water-soluble 2-aminomethylidene derivatives of 1,3-dicarbonyl compounds

A series of [(2-dimethylamino)ethylamino]methylidene-1,3-dicarbonyl compounds was synthesized for the first time starting from the corresponding 2-ethoxymethylidene derivatives and N,N-dimethylethylenediamine. It was shown that further alkylation of aminomethylidene derivatives with methyl iodide occurs regioselectively at the tertiary nitrogen atom. Quaternization products obtained exhibit high corrosion inhibition of mild steel in hydrochloric acid medium.

New tetradentate N2O2-ligands based on 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates and ethylenediamine

Condensation of ethylenediamine at the ethoxymethylidene substituent of ethyl 2-ethoxymethylidene-3-oxo-3-polyfluoroalkylpropionates gave diethyl N,N′-ethylenebis(2-aminomethylidene-3-oxo-3-polyfluoroalkylpropionates) as new tetradentate N2O2-ligands which were used to obtain the corresponding metal complexes.

Perfluoroalkylation of unsaturated compounds in the presence of copper(II) salen complexes

Introduction of perfluoroalkyl groups into molecules of organic compounds essentially changes their physicochemical properties and extends the scope of their practical applications [1–3]. Organometallic catalysis provides an important tool for performing perfluoroalkylation reactions, and variation of the reaction conditions and ligand nature is a significant factor affecting the yield and product structure [4–8]. For example, catalysis of reactions of alkenes with perfluoroalkylating agents by copper(I) and copper(II) salts in the presence of different ligands leads to the formation of functionalized trifluoromethyl-substituted compounds [4, 5].

Intramolecular cyclization of lithium 4,4-dimethoxy-1-(perfluoroalkyl)pentane-1,3-dionates on treatment with boron trifluoride diethyl etherate

Lithium 4,4-dimethoxy-1-(perfluoroalkyl)pentane-1,3-dionates react with BF3•Et2O to give 2-methoxy-2-methyl-5-(perfluoroalkyl)furan-3(2H)-ones in high yields.

Features of synthesis and structure of ethyl (2Z)-3-hydroxy-(2,3,4,5-tetrafluorophenyl)-propyl-2-enoate

The structure of key intermediates in the synthesis of fluoroquinolone antibiotics: diethyl (2,3,4,5-tetrafluorobenzoyl)malonate and ethyl (2Z)-3-hydroxy-(2,3,4,5-tetrafluorophenyl)prop-2-enoate was for first time studied using X-ray diffraction (XRD) and 1H, 19F NMR spectroscopy. In solution both the esters were shown to exist as a mixture of enol and ketone tautomeric forms with predominance of the latter. According to the XRD analysis, ethyl (2Z)-3-hydroxy-(2,3,4,5-tetrafluorophenyl)prop-2-enoate in the solid state exists entirely in the enol form.

Synthesis and properties of 2-azahetarylaminomethylidene 1,3-dicarbonyl compounds

Reactions of 2-ethoxymethylidene 1,3-dicarbonyl compounds with pyridine-2,6- and pyrimidine-4,5-diamines gave the corresponding 2-hetarylaminomethylidene derivatives. Depending on the initial reactant structure, the formation of mono-and/or bis-condensation products is possible. Hetarylaminomethylidene derivatives showed a moderate tuberculostatic effect. 2-Pyridinylaminomethylidene 3-oxo esters were used as ligands to obtain coordination compounds with d- and f-metal ions.