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Synthesis and Extraction Properties of Tripodal Tetraphosphoryl Ligands on the Triphenylphosphine Oxide Platform

Abstract

New tetraphosphoryl tripodal ligands on the triphenylphosphine oxide platform [2-Ph2P(O)(CH2)nOC6H4]3PO with different linker length (n = 3, 4) were synthesized. Their composition and structure were determined by elemental analysis, IR and multinuclear (1H, 13C, and 31P) NMR spectroscopy, and X-ray diffraction analysis. Extraction properties of the ligands were studied using the example of extraction of microamounts of f-elements from an aqueous phase into 1,2-dichloroethane.

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REFERENCES

  1. Bryleva, Yu.A., Artem’ev, A.V., Glinskaya, L.A., Samsonenko, D.G., Rakhmanova, M.I., Davydova, M.P., and Yzhikova, K.M., J. Struct. Chem., 2021, vol. 62, no. 2, p. 265. https://doi.org/10.1134/S0022476621020116

    Article  CAS  Google Scholar 

  2. Bryleva, Y.A., Artem’ev, A.V., Glinskaya, L.A., Rakhmanova, M.I., Samsonenko, D.G., Komarov, V.Yu., Rogovoy, M.I., and Davydova, M.P., New J. Chem., 2021, vol. 45, no. 13, p. 13869. https://doi.org/10.1039/d1nj02441h

    Article  CAS  Google Scholar 

  3. Turanov, A.N., Karandashev, V.K., Baulin, D.V., Baulin, V.E., and Tsivadze, A.Yu., Russ. Chem. Bull., 2021, vol. 70, no. 12, p. 2416.

    Article  CAS  Google Scholar 

  4. Chmutova, M.K., Ivanova, L.A., Bodrin, G.B., Polikarpov, Yu.M., and Myasoedov, B.F., Radiokhimiya, 1994, vol. 36, no. 4, p. 320.

    CAS  Google Scholar 

  5. Chmutova, M.K., Matrosov, E.I., Ivanova, L.A., Bodrin, G.V., Myasoedov, B.F., and Kabachnik, M.I., Radiokhimiya, 1993, vol. 35, no. 1, p. 70.

    CAS  Google Scholar 

  6. Lees, A.M.J. and Platt, A.W.G., Polyhedron, 2005, vol. 24, no. 3, p. 427. https://doi.org/10.1016/j.poly.2004.12.003

    Article  CAS  Google Scholar 

  7. Deb, B., Sarmah, B.J., Borah, B.J., and Dutta, D.K., Spectrochim. Acta A, 2009, vol. 72, no. 2, p. 339. https://doi.org/10.1016/j.saa.2008.09.018

    Article  CAS  Google Scholar 

  8. Pisareva, S.A., Petrovskii, P.V., Lyssenko, K.A., Antipin, M.Yu., and Nifant’ev, E.E., Russ. Chem. Bull., 2004, vol. 53, no. 9, p. 2008. https://doi.org/10.1007/s11172-005-0063-4

    Article  CAS  Google Scholar 

  9. Reinoso-Garcıa, M.M., Janczewski, D., Reinhoudt, D.N., Verboom, W., Malinowska, E., Pietrzak, M., Hill, C., Baca, J., Gruner, B., Seluckye, P., and Gruttner, C., New J. Chem., 2006, vol. 30, no. 10, p. 1480. https://doi.org/10.1039/b600412a

    Article  CAS  Google Scholar 

  10. Sharova, E.V., Artyushin, O.I., Turanov, A.N., Karandashev, V.K., Meshkova, S.B., Topilova, Z.M., and Odinets, I.L., Cent. Eur. J. Chem., 2012, vol. 10, no. 1, p. 146. https://doi.org/10.2478/s11532-011-0124-5

    Article  CAS  Google Scholar 

  11. Turanov, A.N., Karandashev, V.K., and Baulin, V.E., Radiochemistry, 2002, vol. 44, no. 1, p. 26. https://doi.org/10.1023/A:1014819016497

    Article  CAS  Google Scholar 

  12. Turanov, A.N., Karandashev, V.K., Baulin, V.E., and Tsivadze, A.Yu., Russ. J. Inorg. Chem., 2014, vol. 59, no. 8, p. 891. https://doi.org/10.1134/S0036023614080208

    Article  CAS  Google Scholar 

  13. Gusarova, N.K., Kuimov, V.A., Malysheva, S.F., Belogorlova, N.A., Albanov, A.I., and Trofimov, B.A., Tetrahedron, 2012, vol. 68, no. 45, p. 9218. https://doi.org/10.1016/j.tet.2012.08.091

    Article  CAS  Google Scholar 

  14. Matveeva, A.G., Kudryavtsev, I.Yu., Pasechnik, M.P., Vologzhanina, A.V., Baulina, T.V., Vavina, A.V., Sukat, G.Ya., Matveev, S.V., Godovikov, I.A., Turanov, A.N., Karandashev, V.K., and Brel, V.K., Polyhedron, 2018, vol. 142, p. 71. https://doi.org/10.1016/j.poly.2017.12.025

    Article  CAS  Google Scholar 

  15. Kudryavtsev, I.Y., Bykhovskaya, O.V., Matveeva, A.G., Baulina, T.V., Pasechnik, M.P., Matveev, S.V., Vologzhanina, A.V., Turanov, A.N., Karandashev, V.K., and Brel, V.K., Monatsh. Chem., 2020, vol. 151, no. 11, p. 1705. https://doi.org/10.1007/s00706-020-02702-6

    Article  CAS  Google Scholar 

  16. Bykhovskaya, O.V., Matveeva, A.G., Pasechnik, M.P., Vologzhanina, A.V., Matveev, S.V., Kudryavtsev, I.Yu., Baulina, T.V., and Brel, V.K., Russ. J. Gen. Chem., 2019, vol. 89, no. 12, p. 2400. https://doi.org/10.1134/S1070363219120120

    Article  CAS  Google Scholar 

  17. Matveeva, A.G., Bykhovskaya, O.V., Pasechnik, M.P., Vologzhanina, A.V., Aysin, R.R., Matveev, S.V., Godovikov, I.A., Kudryavtsev, I.Y., Baulina, T.V., and Brel, V.K., Mendeleev Commun., 2022, vol. 32, no. 5, p. 588. https://doi.org/10.1016/j.mencom.2022.09.006

    Article  CAS  Google Scholar 

  18. Armarego, W.L.F. and Chai, C.L.L., Purification of Laboratory Chemicals, New York: Elsevier, 2009. https://doi.org/10.1134/S0044460X1809024X

  19. Tsvetkov, E.N., Bondarenko, N.A., Malakhova, I.G., and Kabachnik, M.I., Synthesis, 1986, no. 3, p. 198. https://doi.org/10.1055/s-1986-31510

    Article  Google Scholar 

  20. Kudryavtsev, I.Yu., Baulina, T.V., Khrustalev, V.N., Petrovskii, P.V., Pasechnik, M.P., and Nifant’ev, E.E., Doklady Chem., 2013, vol. 448, no. 2, p. 55. https://doi.org/10.1134/S0012500813020092

    Article  CAS  Google Scholar 

  21. Gel’man, N.E., Terent’eva, E.A., Shanina, T.M., and Kiparenko, L.M., Metody kolichestvennogo organicheskogo elementnogo mikroanaliza (Methods of Quantitative Organic Elemental Microanalysis), Moscow: Khimiya, 1987.

  22. Ragulin, V.V., Russ. J. Gen. Chem., 2012, vol. 82, no. 12, p. 1928. https://doi.org/10.1134/S1070363212120055

    Article  CAS  Google Scholar 

  23. SADABS. BrukerAXS Inc., Madison, Wisconsin, USA.

  24. Sheldrick, G.M., Acta Crystalogr. A, 2015, vol. 71, no. 1, p. 3. https://doi.org/10.1107/S2053273314026370

    Article  CAS  Google Scholar 

  25. Sheldrick, G.M., Acta Crystallogr. C, 2015, vol. 71, no. 1, p. 3. https://doi.org/10.1107/S2053229614024218

    Article  CAS  Google Scholar 

  26. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., and Puschmann, H., J. Appl. Crystalogr., 2009, vol. 42, p. 339. https://doi.org/10.1107/S0021889808042726

    Article  CAS  Google Scholar 

  27. Matveeva, A.G., Baulina, T.V., Kudryavtsev, I.Yu., Pasechnik, M.P., Aysin, R.R., Bykhovskaya, O.V., Godovikova, M.I., Matveev, S.V., Turanov, A.N., Karandashev, V.K., and Brel, V.K., Russ. J. Gen. Chem., 2020, vol. 90, no. 12, p. 2338. https://doi.org/10.1134/S107036322012018X

    Article  CAS  Google Scholar 

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Funding

The work was carried out within the framework of the state assignment of the Ministry of Science and Higher Education of the Russian Federation (no. 075-03-2023-642).

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Correspondence to T. V. Baulina.

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Baulina, T.V., Kudryavtsev, I.Y., Pasechnik, M.P. et al. Synthesis and Extraction Properties of Tripodal Tetraphosphoryl Ligands on the Triphenylphosphine Oxide Platform. Russ J Gen Chem 93, 1703–1710 (2023). https://doi.org/10.1134/S1070363223070101

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