Synthesis and properties of macrocyclic compounds containing 2-methylindan-1,3-dione and substituted biphenyl fragments

Berezina, G. R.; Kuptsova, K. D.; Березина, Н.М.

doi:10.1134/s1070363215030093

Cited by 6 publications

(1 citation statement)

References 8 publications

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“…1,3-Индандион и его замещенныечрезвычайно реакционноспособные соединения, принимающие участие в разнообразных химических превращениях. Причиной этого является их высокая реакционная способность, благодаря наличию в молекулах карбонильной и метиленовой групп [1][2][3][4][5][6][7][8][9][10][11]. Его производные являются коагулянтами крови, обладают защитными свойствами против действия γ-лучей на наследственность, оказывают влияние на деятельность центральной нервной си-стемы, проявляя наркотическое и противосудорожное действие, используются в сельском хозяйстве в качестве эффективным родентицидов [12][13][14][15].…”

Section: A Purification Was Performed By Column Chromatography On Aunclassified

Synthesis and Properties of Macrocyclic Compounds With Fragment of Methylindandone

Berezina¹,

Nikolaeva²

2018

IVUZKKT

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The present communication is a continuation of the systematic studies of the authors in the field of synthesis and studying the properties of macroheterocyclic compounds, as large as possible structural modifications allow currently to synthesize macroheterocyclic compounds, differing in composition, the nature of their constituent heteroatoms and make this class of compounds promising from the point of view of directed synthesis to obtain materials with valuable practical properties. Condensation products and macroheterocyclic compounds of a symmetrical structure are synthesized by the interaction of diimine 2-methylindandione-1,3 with 2,4-diaminobenzenesulfonic acid and 3,5-diamino-1,2,4-thiadiazole in a molar ratio of 2:1. Condensation products constitute a powdery substance with different shades of red color, soluble in water and organic solvents of different nature. Macroheterocyclic compounds were synthesized with two ways. The first method is cyclization of compounds of structure 2:1 in a symmetric structure, and the second in a molar ratio of the starting materials. A purification was performed by column chromatography on alumina of II degree of activity by Brockmann eluent acetone - chloroform, 1:1 by volume. An identification of the synthesis products was performed by thin-layer chromatography on plates Silufol UV-254 (eluent – acetone - chloroform, 1:1 by volume). The compounds were characterized by data of IR, electronic and 1H NMR spectroscopy. Electronic absorption spectra were measured on instrument Hitachi U-2010 in quartz cuvettes at 20 °C. IR spectra were obtained on the device Avatar 360 FT-IR ESP in KBr. 1H NMR spectra of solutions of samples in acetone – D6 were recorded on device "AMD Brucker 500" with an internal standard of TMS. The data of elemental analysis obtained on the instrument CHNS-O Analyzer FlashEA 1112 Series. A hypsochromic shift of the absorption bands was observed upon closure in a cycle. The widened absorption bands in the visible part of the electron spectrum indicate that the molecules of synthesized compounds have a flat structure and the absorption due to individual fragments, which are part of molecules and single-chain pairing of the synthesized structures.Forcitation:Berezina G.R., Nikolaeva K.A. Synthesis and properties of macrocyclic compounds with fragment of methylindandone. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2018. V. 61. N 6. P. 29-34

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Section: A Purification Was Performed By Column Chromatography On Aunclassified

Synthesis and Properties of Macrocyclic Compounds With Fragment of Methylindandone

Berezina¹,

Nikolaeva²

2018

IVUZKKT

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Thermodynamics of the Dissolution of Macroheterocyclic 2-Phenylindene Derivatives with Thiadiazole Fragments in Dimethylformamide and Ethanol

Berezina

Березина

2018

Russ. J. Phys. Chem.

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Thermodynamics of the Dissolution of Asymmetric Macroheterocyclic Compounds with Thiadiazol Fragments in Polar Solvents

Berezina

2021

Russ. J. Phys. Chem.

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Synthesis and properties of macrocyclic compounds containing 2-methylindan-1,3-dione and substituted biphenyl fragments

Cited by 6 publications

References 8 publications

Synthesis and Properties of Macrocyclic Compounds With Fragment of Methylindandone

Synthesis and Properties of Macrocyclic Compounds With Fragment of Methylindandone

Thermodynamics of the Dissolution of Macroheterocyclic 2-Phenylindene Derivatives with Thiadiazole Fragments in Dimethylformamide and Ethanol

Thermodynamics of the Dissolution of Asymmetric Macroheterocyclic Compounds with Thiadiazol Fragments in Polar Solvents

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