Skip to main content
SpringerLink
Log in

133Cs NMR Study of Cs+ Ion Complexes with Dibenzo-24-crown-8, Dicyclohexano-24-crown-8 and Dibenzo-30-crown-10 in Binary Acetonitrile-Nitromethane Mixtures

  • Published:
Journal of Solution Chemistry Aims and scope Submit manuscript

Abstract

Complexation of the cesium ion with the macrocyclic ligands: dibenzo-24-crown-8 (DB24C8), dicyclohexano-24-crown-8 (DC24C8) and dibenzo-30-crown-10 (DB30C10) was studied in binary acetonitrile-nitromethane mixtures by 133Cs NMR spectroscopy. The 133Cs chemical shift data indicated that the cesium cation forms 1:1 cation:ligand complexes with DB24C8 and DB30C10 but forms 2:1, 1:1 and 1:2 cation:ligand complexes with DC24C8 in acetonitrile-nitromethane mixtures. The formation constants of the complexes were calculated from the computer fitting of the chemical shift mole ratio data. The results show that the complex formation constants with the Cs+ cation vary in the order DC24C8>DB24C8∼DB30C10. It was found that the stability of the resulting complexes increases with increasing nitromethane concentration in the solvent mixture.

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

Access this article

Log in via an institution

Subscribe and save

Springer+ Basic
$34.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or eBook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Tawarah, K.M., Mizyed, S.A.: A conductance study of the association of alkali cations with 1,13-dibenzo-24-crown-8 in acetonitrile. J. Solution Chem. 18, 387–401 (1989)

    Article  CAS  Google Scholar 

  2. Chantooni, M.K., Ronald, G., Kolthoff, I.M.: Transfer activity coefficients of crown ethers and their complexes with univalent metal ions between pairs of polar organic solvents. J. Solution Chem. 17, 175–189 (1988)

    Article  CAS  Google Scholar 

  3. Buschman, H.J.: The influence of acetonitrile on complex formation of crown ethers containing different donor atoms. J. Solution Chem. 17, 277–286 (1988)

    Article  Google Scholar 

  4. Boss, R.D., Popov, A.I.: Competitive NMR study of the complexation of several cations with 18-crown-6, 1,10-diaza-18-crown-6, and cryptand-2,2,2 in nonaqueous solutions. Inorg. Chem. 25, 1747–1750 (1986)

    Article  CAS  Google Scholar 

  5. Takeda, Y., Kudo, Y., Fujiwara, S.: Thermodynamic study for complexation reactions of dibenzo-24-crown-8 with alkali metal ions in acetonitrile. Bull. Chem. Soc. Jpn. 58, 1315–1316 (1985)

    Article  CAS  Google Scholar 

  6. Takeda, Y., Ohyagi, Y., Akabori, S.: Behavior of benzo-18-crown-6 complexes with alkali metal ions in various nonaqueous solvents. Bull. Chem. Soc. Jpn. 57, 3381–3385 (1984)

    Article  CAS  Google Scholar 

  7. Rounaghi, G., Popov, A.I.: Complexing ability of some mixed sulfur-oxygen crown ethers in nonaqueous solvents. J. Inorg. Nucl. Chem. 43, 911–915 (1981)

    Article  CAS  Google Scholar 

  8. Goff, C.M., Matchette, M.A., Shabestary, N., Khazaeli, S.: Complexation of caesium and rubidium cations with crown ethers in N, N-dimethylformamide. Polyhedron 15, 3897–3903 (1996)

    Article  CAS  Google Scholar 

  9. Rounaghi, G., Popov, A.I.: 133Cs NMR study of Cs+ ion complexes with dibenzo-21-crown-7 and dibenzo-24-crown-8 in some mixed solvents. Polyhedron 5, 1329–1333 (1986)

    Article  CAS  Google Scholar 

  10. Shamsipur, M., Popov, A.I.: Multinuclear NMR study of dibenzo-30-crown-10 complexes with sodium, potassium, and cesium ions in nonaqueous solvents. J. Am. Chem. Soc. 101, 4051–4055 (1979)

    Article  CAS  Google Scholar 

  11. Streeper, R.T., Khazaeli, S.: Complex formation of rubidium and caesium cations with crown ethers in acetonitrile: a 133Cs competitive NMR study. Polyhedron 10, 221–227 (1991)

    Article  CAS  Google Scholar 

  12. Shamsipur, M., Saeidi, M.: Conductance study of binding of some Rb+ and Cs+ ions by macrocyclic polyethers in acetonitrile solution. J. Solution Chem. 29, 1187–1198 (2000)

    Article  CAS  Google Scholar 

  13. Taghdiri, M., Rofouei, M.K., Shamsipur, M.: Conductance study of the thermodynamics of complexation of K+, Rb+, Cs+ and Tl+ ions with dibenzo-24-crown-8 in binary acetonitrile-nitromethane mixtures. J. Incl. Phenom. 58, 181–186 (2007)

    Article  CAS  Google Scholar 

  14. Gutmann, V.: The Donor–Acceptor Approach to Molecular Interactions. Plenum, New York (1978)

    Google Scholar 

  15. Nicely, V.A., Dye, J.L.: A general purpose curve fitting program for class and research use. J. Chem. Educ. 48, 443–447 (1971)

    Article  Google Scholar 

  16. Izatt, R.M., Bradshaw, J.S., Nielsen, S.A., Lamb, J.D., Christensen, J.J., Sen, D.: Thermodynamic and kinetic data for cation-macrocycle interaction. Chem. Rev. 85, 271–339 (1985)

    Article  CAS  Google Scholar 

  17. Izatt, R.M., Pawlak, K., Bradshaw, J.S., Bruening, R.L.: Thermodynamic and kinetic data for macrocycle interactions with cations and anions. Chem. Rev. 91, 1721–2085 (1991)

    Article  CAS  Google Scholar 

  18. Popov, A.I.: In: Melson, G.A. (ed.) Characterization of Solutes in Nonaqueous Solvents. Plenum, New York (1978), Chap. 9

    Google Scholar 

  19. Popov, A.I.: Multinuclear NMR studies of alkali ions in nonaqueous solvents. Pure Appl. Chem. 51, 101–110 (1979)

    Article  CAS  Google Scholar 

  20. Kaplan, J.I., Frankel, G.: NMR of Chemically Exchanging Systems. Academic Press, New York (1980)

    Google Scholar 

  21. Popov, A.I., Hallenga, K. (eds.): Modern NMR Techniques and Their Application in Chemistry. Practical Spectroscopy Series, vol. 11. Marcel Dekker, New York (1990)

    Google Scholar 

  22. Detellier, C., Graves, H.P.: In: Buncel, E., Jones, J.R. (eds.): Isotopes in the Physical and Biomedical Sciences. Isotopic Applications in NMR Studies, vol. 2. Elsevier, Amsterdam (1991), Chap. 4

    Google Scholar 

  23. Katsuta, S., Ito, Y., Kudo, Y., Takeda, Y.: Stability and solvation of alkali metal ion complexes with dibenzo-30-crown-10. Inorg. Chim. Acta 358, 713–719 (2005)

    Article  CAS  Google Scholar 

  24. Soong, L., Leroi, G.E., Popov, A.I.: Cesium-133 NMR studies of crown ether-cesium (1+) complexes in high dielectric amide solvents. Inorg. Chem. 29, 1366–1370 (1990)

    Article  CAS  Google Scholar 

  25. Pedersen, C.J.: The discovery of crown ethers (Nobel lecture). Angew. Chem., Int. Ed. Engl. 27, 1021–1027 (1988)

    Article  Google Scholar 

  26. Pauling, L.: The Nature of the Chemical Bond. Cornel University Press, Ithaca (1960)

    Google Scholar 

  27. Frankel, L.S., Stengle, T.R., Langford, C.H.: A study of preferential solvation utilizing nuclear magnetic resonance. Chem. Commun., 393–394 (1965)

  28. Frankel, L.S., Langford, C.H., Stengle, T.R.: Nuclear magnetic resonance techniques for the study of preferential solvation and the thermodynamics of preferential solvation. J. Phys. Chem. 74, 1376–1381 (1970)

    Article  CAS  Google Scholar 

  29. Erlich, R.H., Popov, A.I.: Spectroscopic studies of ionic solvation, X: Study of the solvation of sodium ions in nonaqueous solvents by sodium-23 nuclear magnetic resonance. J. Am. Chem. Soc. 93, 5620–5623 (1971)

    Article  CAS  Google Scholar 

  30. Erlich, R.H., Greenberg, M.S., Popov, A.I.: Spectroscopic studies of ionic solvation-XIII. Sodium-23 nuclear magnetic resonance in mixed solvents. Spectrochim. Acta Mol. Spectrosc. 29, 543–549 (1973)

    Article  CAS  Google Scholar 

  31. Shamsipur, M., Rounaghi, G., Popov, A.I.: Sodium-23, cesium-133 and thallium-205 NMR study of sodium, cesium and thallium complexes with large crown ethers in nonaqueous solutions. J. Solution Chem. 9, 701–714 (1980)

    Article  CAS  Google Scholar 

  32. Hyperchem, Release 7.0, Hypercube, Inc., Gainesville (2002)

  33. Frisch, M.J., et al.: Gaussian 98 (Revision A.7). Gaussian Inc., Pittsburgh (1998)

    Google Scholar 

  34. Stoyanov, S.R., Villegas, J.M., Craz, A.J., Lockyear, L.L., Reibenpies, J.H., Rillema, D.P.: Computational and spectroscopic studies of Re(I) bipyridyl complexes containing 2,6-dimethylphenylisocyanide (CNx) ligand. J. Chem. Theory Comput. 1, 95–106 (2005)

    Article  Google Scholar 

  35. Kassaee, M.Z., Beigi, M., Arshadi, S.: Ab initio investigations of structural and energetic properties of hindered aryl alkyl ketones. J. Mol. Struct., Theochem 624, 69–79 (2003)

    Article  CAS  Google Scholar 

  36. Sahoo, S.K., Baral, M., Kanungo, B.K.: Potentiometric, spectrophotometric, theoretical studies and binding properties of a novel tripodal polycatechol-amine ligand with lanthanide(III) ions. Polyhedron 25, 722–736 (2006)

    Article  CAS  Google Scholar 

  37. Shahid Khan, M., Khan, Z.H.: Ab initio and semiempirical study of structure and electronic spectra of hydroxy substituted naphthoquinones. Spectrochim. Acta Mol. Biomol. Spectrosc. 61, 777–793 (2005)

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Tarbiat Moallem University, Tehran, Iran

    Mohammad Kazem Rofouei

  2. Department of Chemistry, Payame Noor University (PNU), Ardakan, Yazd, Iran

    Mehdi Taghdiri

  3. Department of Chemistry, Razi University, Kermanshah, Iran

    Mojtaba Shamsipur

  4. Department of Chemistry, Lorestan University, Khorram Abad, Iran

    Kamal Alizadeh

Authors
  1. Mohammad Kazem Rofouei
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Mehdi Taghdiri
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Mojtaba Shamsipur
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Kamal Alizadeh
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Mohammad Kazem Rofouei.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Rofouei, M.K., Taghdiri, M., Shamsipur, M. et al. 133Cs NMR Study of Cs+ Ion Complexes with Dibenzo-24-crown-8, Dicyclohexano-24-crown-8 and Dibenzo-30-crown-10 in Binary Acetonitrile-Nitromethane Mixtures. J Solution Chem 39, 1350–1359 (2010). https://doi.org/10.1007/s10953-010-9581-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10953-010-9581-2

Keywords

Search

Navigation