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Study of Selected Spectral Properties and Complex Formation with Transition Metals Ions of a New Schiff’s Base Containing Fluorescein and Sulfamide Fragments

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A new azomethine based on N-aminofluorescein and ortho-tosylaminobenzaldehyde has been synthesized. Structure and properties of the obtained compound have been studied by means of IR, 1H NMR, and electron absorption spectroscopy as well as potentiometry. Using the DFT method, quantum-chemical simulation of electronic absorption spectra has been performed. The complexation of the obtained azomethine in solutions with Cu2+, Ni2+, and Co2+ cations has been studied. Metal chelates (1:2) with Cu(II), Ni(II), Zn(II), and Cd(II) have been isolated. Octahedral structure of the coordination site has been suggested for the obtained metal chelates.

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  1. 1.

    Formica, M., Fusi, V., Giorgi, L., and Micheloni, M., Coord. Chem. Rev., 2012, vol. 256, nos. 1–2, p. 170. https://doi.org/10.1016/j.ccr.2011.09.010

  2. 2.

    Hyman, L.M., Stephenson, C.J., Dickens, M.G., Shimizu, K.D., and Franz, K.J., Dalton Trans., 2010, vol. 39, no. 2, p. 568. https://doi.org/10.1039/B914568K

  3. 3.

    Li, T., Yang, Z., Li, Y., Liu, Z., Qi, G., and Wang, B., Dyes Pigm., 2011, vol. 88, no. 1, p. 103. https://doi.org/10.1016/j.dyepig.2010.05.008

  4. 4.

    Abebe, F.A. and Sinn, E., Tetrahedron Lett., 2011, vol. 52, no. 41, p. 5234. https://doi.org/10.1016/j.tetlet.2011.07.127

  5. 5.

    Fang-Jun., H., Yin C-A., Yang Y-T., Su, J., Chao J-B., and Liu D-S., Anal. Chem., 2012, vol. 84, no. 5, p. 2219. https://doi.org/10.1021/ac202734m

  6. 6.

    Goswami, S., Paul, S., and Manna, A., Tetrahedron Lett., 2014, vol. 55, no. 29, p. 3946. https://doi.org/10.1016/j.tetlet.2014.05.018

  7. 7.

    Yin, W., Zhu, H., and Wang, R., Dyes Pigm., 2014, vol. 107, p. 127. https://doi.org/10.1016/j.dyepig.2014.03.012

  8. 8.

    Abebe, F.A., Eribal, C.S., Ramakrishna, G., and Sinn, E., Tetrahedron Lett., 2011, vol. 52, no. 43, p. 5554. https://doi.org/10.1016/j.tetlet.2011.08.072

  9. 9.

    An, J-m., Yan, M-h., Yang, Z-y., Li, T-r., and Zhou, Q-x., Dyes Pigm., 2013, vol. 99, no. 1, p. 1. https://doi.org/10.1016/j.dyepig.2013.04.018

  10. 10.

    Popov, L.D., Tupolova, Yu.P., Askalepova, O.I., Shcherbakov, I.N., Levchenkov, S.I., Lukov, V.V., Kogan, V.A., Kaimakan, E.B., and Zubenko, A.A., Russ. J. Gen. Chem., 2010, vol. 80, no. 8, p. 1689. https://doi.org/10.1134/S1070363210080207

  11. 11.

    Lee, C., Yang, W., and Parr, R.G., Phys. Rev. (B), 1988, vol. 37, no. 2, p. 785. https://doi.org/10.1103/PhysRevB.37.785

  12. 12.

    Becke, A.D., J. Chem. Phys., 1993, vol. 98, no. 7, p. 5648. https://doi.org/10.1063/1.464913

  13. 13.

    Ditchfield, R., Hehre, W.J., and Pople, J.A., J. Chem. Phys., 1971, vol. 54, no. 2, p. 724. https://doi.org/10.1063/1.1674902

  14. 14.

    Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, J.A., Jr., Vreven, T., Kudin, K.N., Burant, J.C., Millam, J.M., Iyengar, S.S., Tomasi, J., Barone, V., Mennucci, B., Cossi, M., Scalmani, G., Rega, N., Petersson, G.A., Nakatsuji, H., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Klene, M., Li, X., Knox, J.E., Hratchian, H.P., Cross, J.B., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Ayala, P.Y., Morokuma, K., Voth, G.A., Salvador, P., Dannenberg, J.J., Zakrzewski, VG., Dapprich, S., Daniels, A.D., Strain, M.C., Farkas, O., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Ortiz, J.V., Cui, Q., Baboul, A.G., Clifford, S., Cioslowski, J., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W., Gonzalez, C., and Pople, J.A., Gaussian 03, Revision, A.1, Gaussian, Inc., Pittsburgh PA, USA, 2003.

  15. 15.

    Diamond — Crystal and Molecular Structure Visualization Crystal Impact. http://www.crystalimpact.com/diamond.

  16. 16.

    Chemissian. http://www.chemissian.com.

  17. 17.

    Minkin, V.I., Tsukanov, A.V., Dubonosov, A.D., and Bren, V.A., Mol. Struct, 2011, vol. 998, no. 2, p. 179. https://doi.org/10.1016/j.molstruc.2011.05.029

  18. 18.

    Nolan, E.M. and Lippard, S.J., Acc. Chem. Res., 2009, vol. 42, no. 1, p. 193. https://doi.org/10.1021/ar8001409

  19. 19.

    Lever, A.B.P., Inorganic Electronic Spectroscopy, Amsterdam: Elsevier Sci. Publ., B.V., 1984, p. 250.

  20. 20.

    Chen, X. and Ma, H., Anal. Chim. Acta, 2006, vol. 575, no. 2, p. 217. https://doi.org/10.1016/j.aca.2006.05.097

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This study was performed in the scope of the internal grant of Southern Federal University (grant no. VnGr-07/2017-29) and supported by the Ministry of Science and Higher Education in the scope of the State Task to Federal Scientific Research Center “Crystallography and Photonics,” Russian Academy of Sciences (spectral studies). The study was performed using the equipment of the Center for Collective Usage “Molecular Spectroscopy” of Southern Federal University.

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Correspondence to L. D. Popov.

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No conflict of interest was declared by the authors.

Russian Text © The Author(s), 2019, published in Zhurnal Obshchei Khimii, 2019, Vol. 89, No. 11, pp. 1747–1754.

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Popov, L.D., Borodkin, S.A., Askalepova, O.I. et al. Study of Selected Spectral Properties and Complex Formation with Transition Metals Ions of a New Schiff’s Base Containing Fluorescein and Sulfamide Fragments. Russ J Gen Chem 89, 2258–2263 (2019). https://doi.org/10.1134/S1070363219110161

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  • azomethine
  • fluorescein
  • complexation in solutions
  • metal chelates