Skip to main content
Log in

Dinuclear chelates of acyclic and cyclic tridentate Schiff bases derived from sterically hindered o-aminophenols. A new type of reactivity of tridentate ligands under electrosynthesis conditions

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The chemical and electrochemical synthesis of cobalt(II), nickel(II), and copper(II) complexes based on sterically hindered tridentate Schiff bases obtained by the coupling of 2-amino-4,6-di-tert-butylphenol with salicylaldehyde derivatives (H2L, H2L’) was performed. The resulting dinuclear complexes were characterized by elemental analysis, IR spectroscopy, and magnetochemical measurements in the 300–2 K temperature range. The structures of the dinuclear nickel(II) and copper(II) complexes with the composition Ni2L2·2AcOH·2MeOH and Cu2L2, respectively, were established by X-ray diffraction. The copper chelates are characterized by the presence of antiferromagnetic exchange interactions. The mononuclear copper(II) complexes (DMSO)bis[2-(5,7-di-tert-butyl-4-hydroxybenzoxazol-2-yl)phenolato]copper(II) and (DMF)2bis[2-(5,7-di-tert-butyl-4-hydroxybenzoxazol-2-yl)phenolato]copper(II) were isolated upon electrochemical dissolution of copper(0) and were structurally characterized.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. R. H. Holm, G. W. Everett, A. Chakravorty, Progr. Inorg. Chem., 1966, 7, 83.

    Article  CAS  Google Scholar 

  2. F. Maggio, T. Pizzino, V. Romano, G. Dia, J. Inorg. Nucl. Chem., 1976, 38, 599.

    Article  CAS  Google Scholar 

  3. A. D. Garnovskii, A. L. Nivorozhkin, V. I. Minkin, Coord. Chem. Rev., 1993, 126, 1.

    Article  CAS  Google Scholar 

  4. V. T. Kasumov, A. A. Medzhidov, Koord. Khim., 1995, 21, 783 [Russ. J. Coord. Chem. (Engl. Transl.), 1995, 21].

    Google Scholar 

  5. E. P. Ivakhnenko, S. N. Lyubchenko, V. A. Kogan, L. P. Olekhnovich, A. I. Prokof’ev, Zh. Obshch. Khim., 1986, 56, 869 [J. Gen. Chem. USSR (Engl. Transl.), 1986, 56].

    CAS  Google Scholar 

  6. O. E. Kompan, E. P. Ivakhnenko, S. N. Lyubchenko, L. P. Olekhnovich, A. I. Yanovskii, Yu. T. Struchkov, Zh. Obshch. Khim., 1990, 60, 1882 [J. Gen. Chem. USSR (Engl. Transl.), 1990, 60].

    CAS  Google Scholar 

  7. V. A. Kogan, V. V. Zelentsov, O. A. Osipov, A. S. Burlov, Usp. Khim., 1979, 48, 1208 [Russ. Chem. Rev. (Engl. Transl.), 1979, 48, 645].

    CAS  Google Scholar 

  8. W. Banße, J. Fliegner, S. Sawusch, U. Schilde, E. Uhlemann, Inorg. Chim. Acta, 1998, 269, 350.

    Article  Google Scholar 

  9. A. D. Garnovskii, A. S. Burlov, D. A. Garnovskii, I. S. Vasilchenko, A. S. Antsyshkina, G. G. Sadikov, A. Sousa, J. A. Garcia-Vazquez, J. Romero, M. L. Duran, A. Sousa-Pedrares, C. Gomes, Polyhedron, 1999, 18, 863.

    Article  CAS  Google Scholar 

  10. A. S. Antsyshkina, G. G. Sadikov, A. S. Burlov, E. L. Koroleva, D. A. Garnovskii, I. S. Vasil’chenko, I. E. Uflyand, V. S. Sergienko, A. D. Garnovskii, Koord. Khim., 2000, 26, 779 [Russ. J. Coord. Chem. (Engl. Transl.), 2000, 26, 730].

    Google Scholar 

  11. X. Chen, F. J. Femia, J. W. Babich, J. Zubieta, Inorg. Chim. Acta, 2000, 307, 149.

    Article  CAS  Google Scholar 

  12. H. Asada, M. Ozeki, M. Fujiwara, T. Matsushita, Polyhedron, 2002, 21, 1139.

    Article  CAS  Google Scholar 

  13. A. D. Garnovskii, I. S. Vasil’chenko, Usp. Khim., 2002, 71, 1064 [Russ. Chem. Rev. (Engl. Transl.), 2002, 71, 943].

    Google Scholar 

  14. M. E. Bluhm, M. Ciesielski, H. Görls, O. Walter, M. Döring, Inorg. Chem., 2003, 42, 8878.

    Article  CAS  Google Scholar 

  15. A. D. Garnovskii, I. S. Vasil’chenko, D. A. Garnovskii, Sovremennye aspekty sinteza metallokompleksov. Osnovnye ligandy i metody [Modern Aspects of the Synthesis of Metal Complexes. The Main Ligands and Methods], LaPo, Rostov-on-Don, 2000, 354 pp. (in Russian).

    Google Scholar 

  16. A. D. Garnovskii, B. I. Kharisov, Synthetic Coordination and Organometallic Chemistry, Marcel Dekker, New York-Basel, 2003, 513 pp.

    Book  Google Scholar 

  17. D. A. Garnovskii, M. F. C. Guedes da Silva, M. N. Kopylovich, A. D. Garnovskii, J. J. R. Frausto da Silva, A. J. L. Pombeiro, Polyhedron, 2003, 22, 1335.

    Article  CAS  Google Scholar 

  18. A. D. Garnovskii, I. S. Vasil’chenko, Usp. Khim., 2005, 74, 211 [Russ. Chem. Rev. (Engl. Transl.), 2005, 74, 193].

    Google Scholar 

  19. A. S. Burlov, Yu. V. Koshchienko, V. N. Ikorskii, V. G. Vlasenko, I. A. Zarubin, A. I. Uraev, I. S. Vasil’chenko, D. A. Garnovskii, G. S. Borodkin, S. A. Nikolaevskii, A. D. Garnovskii, Zh. Neorg. Khim., 2006, 51, 1143 [Russ. J. Inorg. Chem. (Engl. Transl.), 2006, 51, 1065].

    CAS  Google Scholar 

  20. A. S. Burlov, K. A. Lyssenko, Yu. V. Koshchienko, S. A. Nikolaevskii, I. S. Vasilchenko, D. A. Garnovskii, A. I. Uraev, A. D. Garnovskii, Mendeleev Commun., 2008, 18, 198.

    Article  CAS  Google Scholar 

  21. P. G. Cozzi, Chem. Soc. Rev., 2004, 33, 410.

    Article  CAS  Google Scholar 

  22. D. J. Darensbourg, R. M. Mackiewicz, A. L. Phelps, D. R. Billodeaux, Acc. Chem. Res., 2004, 37, 836.

    Article  CAS  Google Scholar 

  23. S. S. Ivanchev, Usp. Khim., 2007, 76, 669 [Russ. Chem. Rev. (Engl. Transl.), 2007, 76, 617].

    Google Scholar 

  24. S. Bruni, A. Caneschi, F. Cariati, C. Delfs, A. Dei, D. Gatteschi, J. Am. Chem. Soc., 1994, 116, 1388.

    Article  CAS  Google Scholar 

  25. S. Mukherjee, T. Weyhermüller, E. Bothe, K. Wieghardt, P. Chaudhuri, Eur. J. Inorg. Chem., 2003, 863.

  26. S. Mukherjee, T. Weyhermüller, E. Bothe, P. Chaudhuri, Eur. J. Inorg. Chem., 2003, 1956.

  27. A. D. Garnovskii, V. N. Ikorskii, A. I. Uraev, I. S. Vasilchenko, A. S. Burlov, D. A. Garnovskii, K. A. Lyssenko, V. G. Vlasenko, T. E. Shestakova, Yu. V. Koshchienko, T. A. Kuzmenko, L. N. Divaeva, M. P. Bubnov, V. P. Rybalkin, O. Yu. Korshunov, I. V. Pirog, G. S. Borodkin, V. A. Bren, I. E. Uflyand, M. Yu. Antipin, V. I. Minkin, J. Coord. Chem., 2007, 60, 1493.

    Article  CAS  Google Scholar 

  28. A. V. Metelitsa, A. S. Burlov, S. O. Bezuglyi, I. G. Borodkina, V. A. Bren’, A. D. Garnovskii, V. I. Minkin, Koord. Khim., 2006, 32, 894 [Russ. J. Coord. Chem. (Engl. Transl.), 2006, 32, 858].

    Google Scholar 

  29. J. Qiao, L. D. Wang, L. Duan, Y. Li, D. Q. Zhang, Y. Qiu, Inorg. Chem., 2004, 43, 5096.

    Article  CAS  Google Scholar 

  30. C.-M. Che, J.-S. Huang, Coord. Chem. Rev., 2003, 242, 97.

    Article  CAS  Google Scholar 

  31. P. Geuvschinsky, G. M. Mockler, E. Sinn, Spectrochim. Acta, Sect. A, 1977, 33, 1073.

    Article  Google Scholar 

  32. T. Nagataki, K. Ishii, Y. Tachi, S. Itoh, J. Chem. Soc., Dalton Trans., 2007, 1120.

  33. H. Adams, D. E. Fenton, P. E. McHugh, Inorg. Chim. Acta, 2004, 357, 3641.

    Article  CAS  Google Scholar 

  34. K. A. Lysenko, M. Yu. Antipin, Izv. Akad. Nauk, Ser. Khim., 2001, 400 [Russ. Chem. Bull., Int. Ed., 2001, 50, 418].

  35. K. A. Lyssenko, D. V. Lyubetsky, M. Yu. Antipin, Mendeleev Commun., 2003, 13, 60.

    Article  Google Scholar 

  36. D. V. Konarev, E. I. Yudanova, R. N. Lubovskaya, N. V. Drichko, I. S. Neretin, Yu. L. Slovokhotov, 4th Int. Workshop “Fullerenes and Atomic Clusters” (St. Petersburg, October 4–8 1999), 190, 264.

  37. O. Kahn, Molecular Magnetism, Verlag-Chemie, New York, 1993, 380 pp.

    Google Scholar 

  38. P. L. Holland, K. R. Rodgers, W. B. Tolman, Angew. Chem., Int. Ed., 1999, 38, 1139.

    Article  CAS  Google Scholar 

  39. S. Itoh, M. Taki, H. Nakao, P. L. Holland, W. B. Tolman, L. Que, Jr., S. Fukuzumi, Angew. Chem., Int. Ed., 2000, 39, 398.

    Article  CAS  Google Scholar 

  40. Yu. V. Nelyubina, K. A. Lyssenko, E. L. Belokoneva, Mendeleev Commun., 2007, 17, 71.

    Article  CAS  Google Scholar 

  41. K. Ley, E. Müller, Chem. Ber., 1956, 89, 1402.

    Article  CAS  Google Scholar 

  42. G. A. Khachatur’yan, Ph. D. (Chem.) Thesis, Rostov State University, Rostov-on-Don, 1993, 147 pp. (in Russian).

  43. D. G. Tuck, Pure Appl. Chem., 1979, 51, 2005.

  44. G. M. Sheldrick, SHELXTL PLUS. PC Version. A System of Computer Programs for the Determination of Crystal Structure from X-ray Diffraction Data, Rev. 5.1, 1998.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to D. A. Garnovskii.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1344–1352, July, 2009.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shmakova, T.O., Garnovskii, D.A., Lyssenko, K.A. et al. Dinuclear chelates of acyclic and cyclic tridentate Schiff bases derived from sterically hindered o-aminophenols. A new type of reactivity of tridentate ligands under electrosynthesis conditions. Russ Chem Bull 58, 1383–1391 (2009). https://doi.org/10.1007/s11172-009-0184-2

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-009-0184-2

Key words

Navigation