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Complexation and extraction of non-ferrous metals by calix[n]arene phosphine oxides

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Abstract

The extraction of non-ferrous metal (M2+) nitrates by the calix[4,6]arenes (L), bearing four or six phosphine oxide donor groups at the upper or at the lower rim, was quantitatively described in the form of [Mn(NO3)2nL] (n = 1, 2) complexes. The extraction constants (Zn2+ > Cu2+ > Co2+ > Ni2+) for the both types of L coincide with Irving-Williams sequence. Calix[4]arenes, phosphorylated at the lower (narrow) rim, provide better stability of ML complexes because of the best spatial fitting of M2+ by the donor groups. For the upper (wide) rim phosphorylated calix[4]arenes M2L and ML2 complexes are more stable. Unusual zwitterionic [Co2(NO3)4L] complex of the lower rim tetraphosphorylated calix[4]arene 1 was determined by X-ray structural analysis.

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References

  1. Arnaud-Neu, F., McKervey, M. A., Schwing-Weill, M.: Metal-ion complexation by narrow rim carbonyl derivatives. In: Asfari, Z. et al. (eds.) Calixarene 2001, pp. 385–406. Kluwer Academic Publishers, Dordrecht (2001)

  2. Arnaud-Neu, F., Schwing-Weill, M., Dozol, J.F.: Calixarenes for nuclear waste treatment. In: Asfari, Z. et al. (eds.) Calixarene 2001, pp. 642–662. Kluwer Academic Publishers, Dordrecht (2001)

  3. Sliwa, W., Kozlowski, C.: Calixarenes and resorcinarenes. Synthesis, properties and application. Wiley-VCH, Wienheim (2009)

    Google Scholar 

  4. Alexandratos, S., Natesan, S.: Coordination chemistry of phosphorylated calixarenes and their application to separations science. Ind. Eng. Chem. Res. 39, 3998–4010 (2000)

    Article  CAS  Google Scholar 

  5. Delmau, L.H., Simon, N., Schwing-Weill, M.-J., Arnaud-Neu, F., Dozol, J.-F., Eymard, S., Tournois, B., Böhmer, V., Grüttner, C., Musigmann, C., Tunayar, A.: CMPO-substituted’ calix[4]arenes, extractants with selectivity among trivalent lanthanides and between trivalent actinides and lanthanides. Chem. Comm. 1627–1628 (1998)

  6. Torgov, V., Kostin, G., Korda, T., Stoyanov, E., Kalchenko, V., Drapailo, A., Kasyan, O., Wipff, G., Varnek, A.: Upper rim thioether derivatives of calix[4, 6]arenes: extraction of fission Pd(II) and Ag(I). Solv. Extract. Ion Exch. 23, 781–801 (2005)

    Article  CAS  Google Scholar 

  7. Torgov, V., Kostin, G., Mashukov, V., Korda, T., Drapailo, A., Kasyan, O., Kalchenko, V.: Palladium(II) extraction by sulfur-containing calix[4, 6]arenes from hydrochloric acid solutions. Russ. J. Inorg. Chem. 53, 1809–1815 (2008)

    Article  Google Scholar 

  8. Smirnov, I.V., Karavan, M.D., Efremova, T.I., Babain, V.A., Miroshnichenko, S.I., Cherenok, S.A., Kal’chenko, V.I.: Extraction of Am, Eu, Tc, and Pd from nitric acid solutions with phosphorylated calixarenes. Radiochemistry 49, 482–492 (2007)

    Article  CAS  Google Scholar 

  9. Torgov, V.G., Us, T.V., Shul’man, R.S., Korda, T.M., Kostin, G.A., Kal’chenko, V.I.: Extraction of heterometallic complexes of ruthenium and nonprecious metals by phosphorylmethylated calix[4]arenes from nitrate solutions. Russ. J. Inorg. Chem. 53, 1816–1826 (2008)

    Article  Google Scholar 

  10. Torgov, V.G., Shul’man, R.S., Us, T.V., Korda, T.M., Babain, V.A., Smirnov, I.V., Shadrin, A. Yu.: Extraction of fission ruthenium in the form of heterometallic complexes from nitrate–nitrite solutions. Chem. Sustainable Dev. 12:217–224 (2004)

    Google Scholar 

  11. Dosol, J.F., Ludwig, R.: Extraction of radioactive metals by calixarenes. In: Moyer, B. (ed.) Ion Exchange and Solvent Extraction: A Series of Advances, vol. 19, pp. 195–319. CRC Press, Boca Raton (2009)

  12. Rais, J., Gruner, B.: Metal bis(dicarbollide) extractants and their applications in separation chemistry. In: Marcus, Y., SenGupta, A. (eds.) Ion Exchange and Solvent Extraction: A Series of Advances, vol. 17, pp. 243–335. Marcel Dekker, New York (2004)

    Google Scholar 

  13. Klimchuk, O., Atamas, L., Miroshnichenko, S., Kalchenko, V., Smirnov, I., Babain, V., Varnek, A., Wipff, G.: New wide rim phosphomethylated calix[4]arenes in extraction of americium and europium. J. Incl. Phenom. Macrocycl. Chem. 49, 47–56 (2004)

    Article  CAS  Google Scholar 

  14. Kalchenko, V., Atamas, L., Klimchuk, O., Rudzevich, V., Rudzevich, Yu., Boyko, V., Drapailo, A., Miroshnichenko, S. Phosphorylated calixarenes in design of receptors for metal cations and organic molecules. Phosphorus Sulfur Silicon Relat Elem 177, 1537–1540 (2002)

    Google Scholar 

  15. Bruker AXS Inc: APEX2 (Version 1.08), SAINT (Version 7.03), SADABS (Version 2.11) and SHELXTL (Version 6.12). Bruker Advanced X-ray Solutions, Madison (2004)

    Google Scholar 

  16. Greenwood, N.N., Earnshaw, A.: Chemistry of the elements, vol. 2, 2nd edn. Butterworth-Heinemann, London (1997)

    Google Scholar 

  17. Bjerrum, J.: Metal-Ammine Formation in Aqueous Solutions. P. Haase, Copenhagen (1940)

    Google Scholar 

  18. Kostin, G.A., Borodin, A.O., Torgov, V.G., Kuratieva, N.V., Naumov, D.Yu., Miroshnichenko, S.I., Kalchenko, V.I. Monomeric and polymeric dinuclear complexes of Co(II) or Ni(II) with calix[4]arene-tetraphosphineoxide. J. Incl. Phenom. Macrocycl. Chem. 59, 45–52 (2007)

    Google Scholar 

  19. Kostin, G., Borodin, A., Emel`yanov, V., Naumov, D., Virovets, A., Rohmer, M.-M., Varnek, A.: Synthesis and structure of heterometallic compounds of [RuNO(NO2)4OH]2- with triphenyl phosphine oxide complexes of Co(II), Ni (II), and Zn(II). J. Mol. Struct. 837, 63–71 (2007)

    Article  CAS  Google Scholar 

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Acknowledgements

The work was partially supported by ISTC project 3405 and STCU project 3863, joint project SB RAS–NAN Ukraine, project of Russian Academy of Sciences 5.8.2. G. Kostin thanks Arcus-Elsase and Suprachem projects for the fellowship. The authors thank Dr Olga Klimchuk for synthesis of calixarene 5.

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Authors and Affiliations

  1. Nikolaev Institute of Inorganic Chemistry SB RAS, Av. Lavrentieva, 3, Novosibirsk, Russia, 630090

    G. A. Kostin, T. V. US, T. M. Korda, V. G. Torgov & N. V. Kuratieva

  2. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska str. 5, Kyiv-94, 02660, Ukraine

    S. I. Miroshnichenko & V. I. Kalchenko

Authors
  1. G. A. Kostin
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  2. T. V. US
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  3. T. M. Korda
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  4. V. G. Torgov
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  5. N. V. Kuratieva
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  6. S. I. Miroshnichenko
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  7. V. I. Kalchenko
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Correspondence to V. I. Kalchenko.

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Kostin, G.A., US, T.V., Korda, T.M. et al. Complexation and extraction of non-ferrous metals by calix[n]arene phosphine oxides. J Incl Phenom Macrocycl Chem 68, 131–137 (2010). https://doi.org/10.1007/s10847-010-9755-y

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  • DOI: https://doi.org/10.1007/s10847-010-9755-y

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