Abstract
The interaction of several cyclic ethers, poly(ethylene glycol dimethyl ether)s, nitriles, esters and ketones with lithium picrate in dioxane at 25°C was investigated by means of a competition method using cross-linked poly(ethylene oxide) (PEO) as the insoluble ligand. The Langmuir-Klotz isotherm of LiPi binding to the PEO gel gave an apparent binding constant, K′, as a function of the concentration of added ligand. Plots of 1/K′ vs. the ligand concentration then yielded the formation constant, K L , of the ligand complex with LiPi. The results demonstrate that in dioxane one ligand molecule binds to LiPi. While there is some dependence on the Gutmann donicity number of the respective ligands, steric factors often play a dominant role in determining the value of K L . The results were compared with complexation data obtained on similar systems but by different methods.
Similar content being viewed by others
References
Ions and Ion Pairs in Organic Reactions Vol. I and II, M. Szwarc, ed., (Wiley, New York, 1972, 1974).
B. L. Erusalimskii,Mechanism of Ionic Polymerization. Current Problems (Plenum, New York, 1986).
J. Smid,Angew. Chem. Int. Ed. Engl. 11, 112 (1972).
T. E. Hogen Esch,Adv. Phys. Org. Chem. 15, 153 (1977).
F. W. Fowler, A. R. Katritzky, and R. J. D. Rutherford,J. Chem. Soc. (B), 460 (1971).
V. Gutmann,Electrochim. Acta 21, 661 (1976).
C. Reichardt,Angew. Chem. 77, 30 (1965).
E. M. Arnett, E. J. Mitchell, and T. S. S. R. Murty,J. Am. Chem. Soc. 96, 3875 (1974).
R. H. Erlich and A. I. Popov,J. Am. Chem. Soc. 93, 5620 (1971).
Y. M. Cohen, P. R. Handy, E. T. Roach, and A. I. Popov,J. Phys. Chem. 79, 80 (1975).
L. L. Chan and J. Smid,J. Am. Chem. Soc. 90, 4654 (1968).
R. Sinta, P. Rose, and J. Smid,J. Am. Chem. Soc. 105, 3790 (1984).
W. Y. Xu and J. Smid,J. Am. Soc. 106, 3790 (1984).
D. K. Dimov, E. B. Petrova, I. M. Panayotov, and Ch. B. Tsvetanov,Macromolecules 21, 2733 (1988).
S. Crisp, S. R. C. Hughes, and D. H. Price,J. Chem. Soc. A 603 (1968).
M. Bourgoin, K. H. Wong, J. Y. Hui, and J. Smid,J. Am. Chem. Soc. 97, 3462 (1975).
S. M. Brandon, M. Tamres, and S. Searles,J. Am. Chem. Soc. 82, 2129 (1960).
E. M. Arnett, and C. Y. Wu,J. Am. Chem. Soc. 84, 1684 (1962).
C. J. Chang, R. F. Kiesel, and T. E. Hogen Esch,J. Am. Chem. Soc. 95, 8446 (1973).
D. Lassalle, S. Boileau, and P. Sigwalt,Eur. Polym. J. 13, 591 (1977).
M. Szwarc,Adv. Polym. Sci. 49, 1 (1983).
L. L. Chan, K. H. Wong, and J. Smid,J. Am. Chem. Soc. 92, 1955 (1970).
R. V. Slates and M. Szwarc,J. Am. Chem. Soc. 89, 6043 (1967).
G. W. Gokel, D. M. Goli, and R. A. Schultz,J. Org. Chem. 48, 2837 (1983).
B. Roland, Ph. D. Thesis, Katholieke Universiteit, Leuven (1982).
E. Buncel, H. S. Shin, Ng. van Truong, R. A. B. Bannard, and J. G. Purdon,J Phys. Chem. 92, 4176 (1988).
T. Wakui and J. Smid,J. Phys. Chem. 90, 4618 (1986).
M. F. Lappert,J. Chem. Soc. 817 (1961).
K. F. Wissburn and M. J. Hannon,J. Polym. Sci. Polym. Phys. Ed. 13, 223 (1975).
G. Jander and G. Winkler,J. Inorg. Nucl. Chem. 9, 32 (1959).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Tsvetanov, C.B., Petrova, E.B., Dimov, D.K. et al. Interactions of ligands with lithium picrate in dioxane. J Solution Chem 19, 425–436 (1990). https://doi.org/10.1007/BF00650375
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00650375