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Solvent effects on host-guest complexation

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Abstract

Complex formation between 15-crown-5 and malononitrile was studied in twelve solvents by calorimetry. Thermodynamic parameters for the crown ether adduct were determined and used in a LFER analysis to ascertain the solvent effects on the complexation process. Enthalpy of solution data show that malononitrile is solvated by electron pair donation by the solvents and the crown ether is solvated by donating electron pairs to the solvents. The complex is more solvated than the monomers.

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References

  1. H.-J. Schneider, R. Kramer, S. Simova, and U. Schneider,J. Am. Chem. Soc. 110, 6442 (1988).

    Google Scholar 

  2. K. T. Chapman and W. C. Still,J. Am. Chem. Soc. 111, 3075 (1989).

    Google Scholar 

  3. D. B. Smithrud and F. Diederich,J. Am. Chem. Soc. 112 339 (1990).

    Google Scholar 

  4. J. N. Spencer, T. F. Ganunis, A. I. Zafar, C. M. Salata, S. Gupta, S. Puppala, H. J. Eppley, J. L. Ealy, and C. H. Yoder,J. Phys. Chem. 95, 4910 (1991).

    Google Scholar 

  5. J. N. Spencer, A. I. Zafar, T. F. Ganunis, C. H. Yoder, L. J. Fenton, J. L. Ealy, S. Gupta, C. M. Salata, I. M. Paul, W. J. Nicholson, and J. E. Mihalick,J. Phys. Chem. 96, 3475 (1992).

    Google Scholar 

  6. V. Gutmann,The Donor-Acceptor Approach to Molecular Interactions (Plenum, New York, 1978).

    Google Scholar 

  7. J. H. Hildebrand, J. M. Prausnitz, and R. L. Scott,Regular and Related Solutions (Van Nostrand-Reinhold, Princeton, 1970).

    Google Scholar 

  8. M. H. Abraham, G. S. Whiting, R. M. Doherty, and W. J. Shively,J. Chromatogr. 587, 213; 229 (1991).

    Google Scholar 

  9. R. W. Taft and M. J. Kamlet,J. Chem. Soc. Perkin II 1723 (1978).

    Google Scholar 

  10. A. Elbasyouny, H. J. Brugge, K. von Deuten, M. Dickel, A. Knochel, K. U. Koch, J. Kopf, D. Melzev, and G. Rudolph,J. Am. Chem. Soc. 105, 6568 (1983).

    Google Scholar 

  11. C. ReichardtSolvents and Solvent Effects in Organic Chemistry (VCH, New York, 1988).

    Google Scholar 

  12. R. W. Taft, N. J. Peinta, M. J. Kamlet, and E. M. Arnett.J. Org. Chem. 46, 661 (1981).

    Google Scholar 

  13. Y. Marcus,J. Solution Chem. 13, 599 (1984).

    Google Scholar 

  14. M. J. Kamlet, J.-L. M. Abboud, M. H. Abraham, and R. W. Taft,J. Org. Chem. 48, 2877 (1983).

    Google Scholar 

  15. M. H. Abraham,Chem. Soc. Rev. 73 (1993).

  16. C. Laurence, M. Berthelot, M. Helbert and S. Sraidi.J. Phys. Chem 93, 3799 (1989).

    Google Scholar 

  17. M. J. Kamlet, R. Doherty, R. W. Taft, and M. H. Abraham,J. Am. Chem. Soc. 105, 6741 (1983).

    Google Scholar 

  18. M. Chastrette and J. Carretto,Can J. Chem. 632, 3492 (1985).

    Google Scholar 

  19. M. J. Kamlet, J.-L. M. Abboud, M. H. Abraham, and R. W. Taft,Prog. Org. Chem. 13, 485 (1981).

    Google Scholar 

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Spencer, J.N., Mihalick, J.E., Paul, I.M. et al. Solvent effects on host-guest complexation. J Solution Chem 23, 711–720 (1994). https://doi.org/10.1007/BF00972717

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