Abstract
Stability constants have been determined with ion selective electrodes for complexes between sodium or potassium bromide in methanol with each of four crown ethers, benzo-15-crown-5 (Ia), dibromobenzo-15-crown-5 (Ib), dimethoxybenzo-15-crown-5 (Ic) and di-n-butoxybenzo-15-crown-5 (Id). Those for (Ib) were significantly lower than the others. The stability constants for complexes between sodium bromide and (Ia) and (Ib) in dimethylformamide (DMF) were found to be about one fifth of the corresponding values in methanol. The conductivity method was used to measure the ion pairing in methanol of sodium bromide alone and in the presence of (Ia), (Ib), or (Ic). Ion pairing is increased on complexation, the association constants being 3.3 mol−1 dm3 for Na+ Br− and 20–23 mol−1 dm3 for Na(Ia–c)+ Br−. The syntheses of compounds (Ic) and (Id) are described.
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References
C. J. Pedersen:J. Am. Chem. Soc. 89, 7017 (1967).
M. A. Bush and M. R. Truter:J. Chem. Soc. Perkin Trans. 2, 341 (1972).
I. R. Hanson, D. G. Parsons, M. R. Truter:Acta Crystallogr. B38, 448 (1982).
D. E. Games, L. A. P. Kane-Maguire, D. G. Parsons and M. R. Truter:Inorg. Chim. Acta 49, 213 (1981).
E. J. Harris, B. Zaba, M. R. Truter, D. G. Parsons, and J. N. Wingfield:Arch. Biochem. Biophys. 182, 311 (1977).
J. G. Sapsford: Sandwich Course report, Polytechnic of North London, Holloway, London. (1974).
R. Ungaro, B. El Haj and J. Smid:J. Am. Chem. Soc. 98, 5198, (1976).
D. G. Parsons: personal communication 1980.
V. Ahsen, E. Yihnazer, M. Ertas and O. Bekaroglu:J. Chem. Soc. Dalton Trans. 401 (1988).
F. Dallacker and G. Lohnert:Chem. Ber. 105, 1586 (1972).
J. Barthel, F. Feuerlein, R. Neueder and R. Wachter:J. Solution Chem. 9, 209 (1980).
Chemical Rubber Company Handbook 61st Ed., p. F51, C.R.C. Press, Boca, Raton, Florida (1980).
R. M. Fuoss:Proc. Natl. Acad. Sci. 77, 34 (1980).
R. M. Fuoss:J. Solution Chem. 7, 771 (1978).
T. Sheldlovsky:J. Franklin Inst. 225, 739 (1938).
R. M. Fuoss and C. A. Kraus:J. Am. Chem. Soc. 55, 476 (1933).
W. J. Moore:Physical Chemistry, p. 458, 5th Edition, Longman, Harlow, Essex (1972).
J. Robbins:Ions in Solution, Oxford University Press, Oxford (1972).
J. C. Justice:Electrochim. Acta 16, 701 (1971).
M. P. Payne: Ph.D thesis, University of London 1989.
G. Jones and M. Dole:J. Am. Chem. Soc. 51, 2950 (1929).
J. O'M. Bockris and A. K. N. Reddy:Modern Electrochemistry, Vol. 1, Plenum Press, New York 1970.
A. Sabatini, A. Vacca and P. Gans:Talanta 21 53 (1974); P. Gans, A. Sabatini and A. Vacca:Inorg. Chim. Acta 18, 237 (1976).
D. G. Parsons:J. Chem. Soc. Perkins Trans I 1193 (1984).
R. E. Jervis, D. R. Muir, J. P. Butler and A. R. Gordon:J. Am. Chem. Soc. 75, 2855 (1953).
D. G. Parsons, M. R. Truter and J. N. Wingfield:Inorg. Chim. Acta 47, 81 (1980).
D. E. Fenton, D. Parkin and R. F. Newton:J. Chem. Soc. Perkin Trans I 449 (1981).
R. M. Izatt, J. S. Bradshaw, S. A. Nielsen, J. D. Lamb, J. J. Christensen, and D. Sen;Chem. Rev. 85, 271 (1985).
J. D. Lin and A. I. Popov:J. Am. Chem. Soc. 103, 3773 (1981).
M. P. Payne: in preparation, 1990.
M. K. Chantooni Jr., I. M. Kolthoff and G. Roland:Aust. J. Chem. 36, 1753 (1983); I. M. Kolthoff and M. K. Chantooni:J. Anal. Chem. 52, 1039 (1980).
M. H. Abraham, A. F. D. De Namor, W. H. Lee and R. J. Wheaton:Acta Chem. Scand. A34, 621 (1980).
D. Moras, B. Metz and R. Weiss:Acta Crystallogr. B29, 8383 (1973); D. Moras and R. Weiss:Acta Crystallogr. B29, 396 (1973).
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Payne, M.P., Truter, M.R. Complexes between disubstituted benzo-15-crown-5 ligands and sodium or potassium bromides. J Incl Phenom Macrocycl Chem 12, 361–375 (1992). https://doi.org/10.1007/BF01053874
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DOI: https://doi.org/10.1007/BF01053874