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Synthesis and structure of 3-{[aryl (hetaryl)amino]methylene}chromane-2,4-diones and their metal complexes

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Abstract

3-{[Aryl(hetaryl)amino]methylene}chromane-2,4-diones (HL) were synthesized and used for chemical and electrochemical synthesis of Cu(II), Ni(II), and Co(II) complexes of the general formula ML2, as well as the ZnLOOCCH3 complex. The structure of the complexes was studied by IR, 1Н NMR, and X-ray absorption spectroscopy. Density functional theory (DFT) calculations showed that the energetically most favored form of compounds HL is an aminoketone tautomeric form. The crystal structure of the solvate of bis-{3-[(4-methylanilinato)methylene]chromane-2,4-dionato}copper(II) with two DMF molecules was determined by X-ray diffraction analysis.

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Authors and Affiliations

  1. Research Institute of Physical and Organic Chemistry, Southern Federal University, pr. Stachki 194/2, Rostov-on-Don, 344090, Russia

    A. S. Burlov, A. I. Uraev, E. V. Korshunova & Yu. V. Koshchienko

  2. Research Institute of Physics, Southern Federal University, Rostov-on-Don, Russia

    V. G. Vlasenko

  3. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russia

    G. G. Aleksandrov

  4. Southern Federal University, Rostov-on-Don, Russia

    I. N. Shcherbakov

  5. Southern Research Center, Russian Academy of Sciences, Rostov-on-Don, Russia

    D. A. Garnovskii

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  1. A. S. Burlov
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  4. G. G. Aleksandrov
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Correspondence to A. S. Burlov.

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Original Russian Text © A.S. Burlov, V.G. Vlasenko, A.I. Uraev, G.G. Aleksandrov, E.V. Korshunova, I.N. Shcherbakov, D.A. Garnovskii, Yu.V. Koshchienko, 2016, published in Zhurnal Obshchei Khimii, 2016, Vol. 86, No. 11, pp. 1849–1858.

To the memory of G. G. Aleksandrov

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Burlov, A.S., Vlasenko, V.G., Uraev, A.I. et al. Synthesis and structure of 3-{[aryl (hetaryl)amino]methylene}chromane-2,4-diones and their metal complexes. Russ J Gen Chem 86, 2492–2500 (2016). https://doi.org/10.1134/S1070363216110153

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