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A new ligand system containing sulfanilamide and quinazolinone fragments: Synthesis, structure, and properties

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Abstract

A new Schiff base ligand, 4-methyl-N-{2-[(2-methyl-4-oxo-3,4-dihydroquinazolin-3-yl)iminomethyl]-phenyl}benzenesulfonamide (L), and its complexes with transition metals [Cd(L)2], [Zn(L)2], and [CuLOAc] have been synthesized. The structure and electronic properties of the ligand have been studied by quantum chemical methods, and its zinc and cadmium complexes have been found to exhibit luminescence properties.

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References

  1. Mashkovskii, M.D., Lekarstvennye sredstva (Medicines), Moscow: Novaya Volna, 2012, 16th ed.

    Google Scholar 

  2. Popov, L.D., Levchenkov, S.I., Shcherbakov, I.N., Suponitskii, K.Yu., Burlov, A.S., Beloborodov, S.S., Lukov, V.V., and Kogan, V.A., Russ. J. Coord. Chem., 2013, vol. 39, no. 4, p. 342. doi 10.1134/S1070328413040106

    Article  CAS  Google Scholar 

  3. Popov, L.D., Tupolova, Yu.P., Lukov, V.V., Shcherbakov, I.N., Burlov, A.S., Levchenkov, S.I., Kogan, V.A., Lysenko, K.A., and Ivannikova, E.V., Inorg. Chim. Acta, 2009, vol. 362, no. 6, p. 1673. doi 10.1016/j.ica.2008.08.012

    Article  CAS  Google Scholar 

  4. Bermejo, M.R., Vazques, M., Sanmartin, J., Garsia-Deibe, A.M., Fondo, M., and Lodeiro, C., New J. Chem., 2002, vol. 26, no. 10, p. 1365. doi 10.1039/B201433P

    Article  CAS  Google Scholar 

  5. Burlov, A.S., Mashchenko, S.A., Ivashchenko, O.A., Garnovskii, D.A., Uraev, A.I., Korobov, M.S., Borodkina, I.G., Chigarenko, G.G., Ponomarenko, A.G., and Garnovskii, A.D., Russ. J. Gen. Chem., 2009, vol. 79, no. 3, p. 401. doi 10.1134/S1070363209030128

    Article  CAS  Google Scholar 

  6. Burlov, A.S., Vlasenko, V.G., Koshchienko, Yu.V., Levchenkov, S.I., Pankov, I.V., Zubavichus, Ya.V., Trigub, A.L., Borodkin, G.S., Mazepina, T.A., Garnovskii, D.A., and Uraev, A.I., Russ. J. Coord. Chem., 2014, vol. 42, no. 4, p. 267. doi 10.1134/S1070328416030027

    Article  Google Scholar 

  7. Burlov, A.S., Vlasenko, V.G., Makarova, N.I., Lyssenko, K.A., Chesnokov, V.V., Borodkin, G.S., Vasilchenko, I.S., Uraev, A.I., Garnovskii, D.A., Metelitsa, A.V., Mukhanov, E.L., Lifintseva, T.V., and Pankov, I.V., Polyhedron, 2016, vol. 107, no. 3, p. 153. doi 10.1016/j.poly.2015.12.048

    Article  CAS  Google Scholar 

  8. Burlov, A.S., Vlasenko, V.G., Koshchienko, Yu.V., Garnovskii, D.A., Uraev, A.I., Metelitsa, A.V., Cheprasov, A.S., and Minkin, V.I., RU Patent no. 2 562 456, 2015; Byull. Izobret., no. 25.

  9. Burlov, A.S., Mal’tsev, E.I., Vlasenko, V.G., Dmitriev, A.V., Lypenko, D.A., Garnovskii, D.A., Uraev, A.I., Borodkin, G.S., and Metelitsa, A.V., Russ. Chem. Bull., Int. Ed., 2014, vol. 63, no. 8, p. 1759. doi 10.1007/s11172-014-0664-x

    Article  CAS  Google Scholar 

  10. Burlov, A.S., Koshchienko, Yu.V., Vlasenko, V.G., Zubenko, A.A., Kiskin, M.A., Dmitriev, A.V., Mal’-tsev, E.I., Lypenko, D.A., and Nikolaevskii, S.A., Russ. J. Coord. Chem., 2014, vol. 40, no. 8, p. 531. doi 10.1134/S1070328414080016

    Article  CAS  Google Scholar 

  11. Burlov, A.S., Koshchienko, Yu.V., Kiskin, M.A., Nikolaevskii, S.A., Garnovskii, D.A., Lermontov, A.S., Makarova, N.I., Metelitsa, A.V., and Eremenko, I.L., J. Mol. Struct., 2016, vol. 1104, p. 7. doi 10.1016/j.molstruc.2015.07.056

    Article  CAS  Google Scholar 

  12. Kumar, S., Mishra, G., Singh, P., Jha, K.K., Khosa, R.L., and Gupta, S.K., Chem. Sin., 2011, vol. 2, no. 4, p. 36.

    Google Scholar 

  13. Nanda, A.K., Ganduli, S., and Chakraborty, R., Molecules, 2007, vol. 12, no. 10, p. 2413. doi 10.3390/12102413

    Article  CAS  Google Scholar 

  14. Panneerselvam, P., Ahmad, B.R., Sankar, R.D., and Kumar, R.N., Eur. J. Med. Chem., 2009, vol. 44, no. 5, p. 2328. doi 10.1016/j.ejmech.2008.04.010

    Article  CAS  Google Scholar 

  15. Prasad, K.S., Kumar, L.S., Chandan, S., Jayalakshmi, B., and Revana-siddappa, H.D., Spectrochim. Acta, Part A, 2011, vol. 81, p. 276. doi 10.1016/j.saa.2011.06.010

    CAS  Google Scholar 

  16. Gudasi, K.B., Vadavi, R.S., Shenoy, R.V., Patil, S.A., and Nethaji, M., Transition Met. Chem., 2006, vol. 31, no. 1, p. 135. doi 10.1007/s11243-005-6363-6

    Article  CAS  Google Scholar 

  17. Gudasi, K.B., Vadavi, R.S., Shenoy, R.V., Patil, S.A., and Nethaji, M., Transition Met. Chem., 2005, vol. 30, no. 6, p. 661. doi 10.1007/s11243-005-4829-1

    Article  CAS  Google Scholar 

  18. Shiva, P.K., Shiva, K.L., Melvin, P., Jayalakshmi, B., and Hosakere, D.R., Biointerface Res. Appl. Chem., 2011, vol. 1, no. 4, p. 127.

    Google Scholar 

  19. Parker, C.A., Photoluminescence of Solutions. With Applications to Photochemistry and Analytical Chemistry, Amsterdam: Elsevier, 1968. Translated under the title Fotolyuminestsentsiya rastvorov, Moscow: Mir, 1972, p. 247.

    Google Scholar 

  20. Rakitin, Yu.V., Larin, G.M., and Minin, V.V., Interpretatsiya spektrov EPR koordinatsionnykh soedinenii (Interpretation of ESR Spectra of Coordination Compounds), Moscow Nauka, 1993.

    Google Scholar 

  21. Lebedev, Ya.S. and Muromtsev, V.I., EPR i relaksatsiya stabilizirovannykh radikalov (ESR and Relaxation of Stabilized Radicals), Moscow: Khimiya, 1972, p. 25.

    Google Scholar 

  22. Wilson, R. and Kivelson, D.J., Chem. Phys., 1966, vol. 44, no. 1, p. 154.

    CAS  Google Scholar 

  23. Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, J.A., 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., Bakken, V., 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, V.G., 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 E.01, Wallingford CT Gaussian, 2003.

    Google Scholar 

  24. Stephens, P.J., Devlin, F.J., Chabalowski, C.F., and Frisch, M.J., J. Phys. Chem., 1994, vol. 98, p. 11623. doi 10.1021/j100096a001

    Article  CAS  Google Scholar 

  25. Becke, A.D., J. Chem. Phys., 1993, vol. 98, p. 5648. doi 10.1063/1.464913

    Article  CAS  Google Scholar 

  26. Lee, C., Yang, W., and Parr, R.G., Phys. Rev. B, 1988, vol. 37, p. 785. doi 10.1103/PhysRevB.37.785

    Article  CAS  Google Scholar 

  27. Tsipis, A.C., Coord. Chem. Rev., 2014, vol. 272, p. 1. doi 10.1016/j.ccr.2014.02.023

    Article  CAS  Google Scholar 

  28. Wang, Y.-G., J. Phys. Chem. A, 2009, vol. 113, no. 41, p. 10867. doi 10.1021/jp904007j

    Article  CAS  Google Scholar 

  29. Furche, F. and Rappoport, D., Theor. Comput. Chem., 2005, vol. 16, p. 93. doi 10.1016/S1380-7323(05)80020-2

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Southern Federal University, ul. Zorge 7, Rostov-on-Don, 344090, Russia

    L. D. Popov, S. A. Borodkin, A. A. Tsaturyan, Yu. P. Tupolova, I. N. Shcherbakov & E. A. Raspopova

  2. Southern Scientific Center, Russian Academy of Sciences, ul. Chekhova 41, Rostov-on-Don, 344006, Russia

    S. I. Levchenkov & Yu. V. Revinskii

  3. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninskii pr. 31, Moscow, 119991, Russia

    V. V. Minin

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

    A. S. Burlov

Authors
  1. L. D. Popov
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  2. S. A. Borodkin
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  3. A. A. Tsaturyan
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  4. Yu. P. Tupolova
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  5. S. I. Levchenkov
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  6. V. V. Minin
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  7. A. S. Burlov
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  8. Yu. V. Revinskii
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  9. I. N. Shcherbakov
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  10. E. A. Raspopova
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Correspondence to L. D. Popov.

Additional information

Original Russian Text © L.D. Popov, S.A. Borodkin, A.A. Tsaturyan, Yu.P. Tupolova, S.I. Levchenkov, V.V. Minin, A.S. Burlov, Yu.V. Revinskii, I.N. Shcherbakov, E.A. Raspopova, 2017, published in Zhurnal Obshchei Khimii, 2017, Vol. 87, No. 1, pp. 70–79.

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Popov, L.D., Borodkin, S.A., Tsaturyan, A.A. et al. A new ligand system containing sulfanilamide and quinazolinone fragments: Synthesis, structure, and properties. Russ J Gen Chem 87, 66–75 (2017). https://doi.org/10.1134/S1070363217010121

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  • DOI: https://doi.org/10.1134/S1070363217010121

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