2,2′-[Ethane-1,2-diylbis(oxy)]bis[N-(anthracen-9-ylmethyl)ethanamine] and its bisphenylthiourea and bisthiourea derivatives have been synthesized. The diamine, being a certain analog of an aza-crown ether with an open chain, exhibits a 50 times increase in the relative fluorescence intensity (off-on process) in the presence of cadmium(II) cations. Bis(phenylthiourea) is a bifunctional fluorophore sensitive to mercury(II) cations (emission flaring) and fluoride anions (emission quenching). Anions F–, CN–, H2PO4–, and AcO– lead to a practically complete quenching of the fluorescent properties of the bis(thiourea) (off-on process).

Синтезированы 2,2'-[этан-1,2-диилбис(окси)]бис[N-(антрацен-9-илметил)этанамин] и его бисфенилтиомочевинные и бистиомочевинные производные. Диамин, являющийся своеобразным аналогом азакраун-эфира с открытой цепью, демонстрирует увеличение относительной интенсивности флуоресценции в 50 раз (off-on процесс) в присутствии катионов кадмия(II). Бис(фенилтиомочевина) представляет собой бифункциональный флуорофор, реагирующий на катионы ртути(II) (разгорание эмиссии) и фторид-анионы (тушение эмиссии). Анионы F, CN, HPOи AcO вызывают практически полное «выключение» флуоресцентных свойств бис(тиомочевины) (on-off процесс).

Derivatives of poly(1-vinylimidazolium chloride) possessing chemosensor properties to cations and anions were synthesized by quaternization of poly-(1-vinylimidazole) (PVI) (M-w similar to 63000) by alkylating compounds containing anthracene fluorophore. Poly({3-[2-(anthracen-9-ylmethyl)amino]ethyl}-1-vinylimidazolium chloride) demonstrates selectivity with more than a 20 fold increase in relative fluorescence intensity l/l(0) in the presence of Zn(2+)cations. Poly({3-[2-(anthracen-9-ylmethyl)(3,5-dichlorophenyl)amino]-2-oxoethyl}-1-vinylimidazolium chloride) acts as a chemosensor for AcO-, changing the color of its DMSO solution from pale yellow to bright orange. [GRAPHICS] .

Condensation of о-nitrobenzaldehydes with anthracen-9-ylmethanamine afforded dialkoxy-substituted azomethines which exhibited a chemosensor activity with respect to lanthanide cations and fluoride, cyanide, and acetate anions. N-[(Anthracen-9-yl)methyl]-1-(4,5-dimethoxy-2-nitrophenyl)methanimine is a highly effective and selective bifunctional sensor for europium(III) cation and fluoride anion.

We report the synthesis of new 1-substituted N -(anthracen-9-ylmethyl)-1 H -benzimidazol-2-amines and 1,2,3-trisubstituted 1 H -benzimidazolium chlorides containing anthracene fluorophores. Benzimidazol-2-amine derivatives exhibited high chemosensing activity toward H + cations, but in neutral media – toward Zn 2+ and Cd 2+ cations. The quinoline-containing benzimidazolium chloride showed fluorogenic sensor properties toward F − and CN − anions.

ФОТО-И ИОНОХРОМНЫЕ СИНТЕТИЧЕСКИЕ ПРЕКУРСОРЫ ГЕТЕРОЦИКЛИЧЕСКИХ МОЛЕКУЛЯРНЫХ ПЕРЕКЛЮЧАТЕЛЕЙ ФЛУОРЕСЦЕНТНЫХ СВОЙСТВ

Взаимодействием 4-арилалкил(арил)тиосемикарбазидов с ароилизотиоциа- натами получены, соответственно, замещённые 1,2-бис(тиокарбамоил)гидразины, легко циклизующиеся с образованием ранее не известных 5-арилалкил(арил)- амино-4-ароил-2 H -1,2,4-триазол-3-тионов. Спектральные исследования 9-антрил- метилзамещенных тиосемикарбазида и синтезированного из него дигидро- триазолтиона выявили их хемосенсорную активность по отношению к ряду катионов. Как ссылаться Tolpygin, I. E.; Shepelenko, E. N.; Borodkin, G. S.; Dubonosov, A. D.; Brenu0027, V. A.; Minkin, V. I. Chem. Heterocycl. Compd. 2010 , 46 , 542. [ Химия гетероцикл. соединений 2010 , 686.] Статья в английском издании журнала: DOI 10.1007/s10593-010-0543-9

Potentially tautomeric azomethine imide, 2-[(3-oxo-5-phenylpyrazolidin-1-yl)methylidene]-1H-indene- 1,3(2H)-dione, has been synthesized by condensation of 5-phenylpyrazolidin-3-one with 2-(hydroxymethylidene)-1H-indene-1,3(2H)-dione. According to the IR, 1H and 13C NMR, and electronic absorption spectroscopy data and DFT B3LYP/6-311++G(d,p) quantum chemical calculations, the title compound in solution exists as planar tricarbonyl tautomer stabilized by intramolecular hydrogen bond between the NH proton of the pyrazolidine fragment and carbonyl oxygen atom of the indene fragment. Its crystal structure was determined by X-ray analysis.

The condensation of 4,5-dimethoxy-2-(morpholin-4-yl)aniline with anthracene-9-carbaldehyde gave N-(anthracen-9-ylmethyl)-4,5-dimethoxy-2-(morpholin-4-yl)aniline, a selective and efficient fluorescent chemosensor for mercury(II) cations.

Novel ionoactive imines possessing potent chromogenic and fluorogenic properties were accessed by condensation of 1-R-benzimidazol-2-amines with trans-5-[2-(anthracen-9-yl)vinyl]-2-hydroxybenz-aldehyde. These sensors exhibit ability for an intramolecular proton transfer in the excited state and could find use as selective analytical reagents for fluoride ions.

A reaction of 5-phenylpyrazolidin-3-one with hydroxy-substituted aromatic aldehydes led to azomethinimines, the representatives of a new class of chemosensors exhibiting ionochromic properties. Electron spectroscopy was used to identify efficient chemosensors toward Cu 2+ cations and F – anions.

Reaction of unsubstituted 2,9-dihydro-3H-imidazo- and 2,3,4,10-tetrahydropyrimido[1,2-a]benz-imidazoles with haloacetates has given hetaryl-9(10)-acetates. The basic and acid hydrolysis of these esters yields the corresponding acids. The zwitterionic structure of the acids obtained has been proved. They were also prepared by the direct alkylation of unsubstituted azaheterocycles using sodium chloroacetate or by hydrolysis of the corresponding acetonitriles. The synthesized esters readily undergo aminolysis and hydrazinolysis.

The reaction between (±)-trans-cyclohexane-1,2-diamine and anthracene-9-carbaldehyde with a subsequent reduction of the condensation product gave N,N'-bis(anthracen-9-ylmethyl)cyclohexane-1,2-diamine. The interaction of this diamine with aldehydes was shown to produce octahydrobenz-imidazoles. The chemosensor properties of the obtained compounds were investigated, and a high affinity to Zn2+ cations was identified.

Проведена оценка мощности эквивалентной дозы гамма-излучения природных и урбанизированных территорий Ростовской области, Краснодарского края и республики Адыгея. Представленные результаты в целом соответствуют среднемировым значениям гамма-фона. В отдельных районах были выявлены отклонения от типичных значений. Приведено объяснение полученных результатов для природных и урбанизированных территорий. В районах проведения исследований на территории республики Адыгея были обнаружены аномалии, в которых измеренные значения сильно отличались от средних показателей. Оценены годовые значения эквивалентной дозы для исследованных территорий. На основании полученных сведений был сделан вывод о необходимости дальнейших радиоэкологических наблюдений в данном регионе. Подчеркнута важность работы по выявлению радиоактивных аномалий с целью предотвращения получения излишней дозовой нагрузки населением.

Series of novel polymeric chemosensor systems based on poly(4-vinyl)pyridine and its copolymer with poly(buthylmethacrilate) were synthesized. Initial polymers were modified by introduction in their framework of fragments containing receptor and signaling centers. Structure, main characteristics and ionochromic properties were investigated by spectral methods. Synthesized compounds reveal weak fluorescence and intense chemosensor activity towards anions. Interaction with Fand AcOleads to strong increase of fluorescence intensity. Chemosensors synthesized by modification of poly(4-vinyl)pyridine poly(buthylmethacrilate) copolymer are the most effective and selective fluorogenic systems for fluoride anions detection. These compounds at the same time display effective chromogenic activity for Fand CN-recognition.

Synthesis is carried out and the inhibiting and residual protective effect of new organic compounds of the imidazole class are studied under acid corrosion of low-carbon steel. The influence of various components of the protective mechanism of the additive is determined. The residual protective properties of the inhibitors are retained for a rather long time. The K t , t -kinetic dependences are interpreted on the basis of analysis of the surfactant-Fe interaction forces in the adsorption layer.

The reaction of 2-R-1-9-R-2-imidazo[1,2-a]benzimidazoles with propiolic acid in polyphosphoric acid yields substituted 3-(9H-imidazo[1,2-a]benzimidazol-3-yl)acrylic acids. Their esterification reaction has been studied for the preparation of potentially biologically active compounds.