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Macrocyclic Isomers with S2O-Donor Set as Silver(I) Ionophores

  • Park, Sung-Bae (Department of Chemistry, Inje University) ;
  • Yoon, Il (Department of Chemistry and Research Institute of Natural Sciences, Gyeongsang National University) ;
  • Seo, Joo-beom (Department of Chemistry and Research Institute of Natural Sciences, Gyeongsang National University) ;
  • Kim, Hyun-Jee (Department of Chemistry and Research Institute of Natural Sciences, Gyeongsang National University) ;
  • Kim, Jae-Sang (Department of Chemistry and Research Institute of Natural Sciences, Gyeongsang National University) ;
  • Lee, Shim-Sung (Department of Chemistry and Research Institute of Natural Sciences, Gyeongsang National University)
  • Published : 2006.05.20

Abstract

$S_2O$-donor macrocyclic isomers incorporating a xylyl group in o- ($L^1$), m- ($L^2$) and p-positions ($L^3$) extract no metal ions except silver(I) from aqueous to chloroform phase. And the magnitudes of %Ex for silver(I) are in the order of $L^1$ > $L^2$ > $L^3$. Taking this result into account, $L^1$-$L^3$ were utilized as membrane active components to prepare potentiometric silver(I)-selective electrodes. The proposed macrocycles-based electrodes E1 ($L^1$), E2 ($L^2$) and E3 ($L^3$) exhibited comparable results which show considerable selectivity toward silver(I) over alkali, alkali earth and other transition metal ions. Comparative NMR study on $L^1$-$L^3$ and their complexes with silver(I) in solution was also accomplished. In addition, a unique sandwich-type complex $[Ag(L^1)_2]CIO_4$ was prepared from the assembly reaction of $L^1$ with $AgClO_4$ and structurally characterized by an X-ray diffraction analysis.

Keywords

References

  1. Izatt, R. M.; Pawlak, K.; Bradshaw, J. S.; Bruening, R. L. Chem. Rev. 1991, 91, 1721 https://doi.org/10.1021/cr00008a003
  2. Lockhart, J. C.; Mousley, D. P.; Foryth, G. A.; Teixidor, F.;Almajano, M. P.; Escriche, L.; Casabo, J.; Sillanpaa, R.; Kivekas,R. J. Chem. Soc., Perkin Trans. 2 1994, 1309
  3. Casabó, J.; Flor, T.; Stuart Hill, M. N.; Jenkins, H. A.; Lockhart, J.C.; Loeb, S. J.; Romero, I.; Teixidor, F. Inorg. Chem. 1995, 34, 5410 https://doi.org/10.1021/ic00126a007
  4. Drexler, H.-J.; Grotjahn, M.; Kleinpeter, E.; Holdt, H.-J. Inorg. Chim. Acta 1999, 285, 305 https://doi.org/10.1016/S0020-1693(98)00349-1
  5. Park, K.-M.; Yoon, I.; Lee, Y. H.; Lee, S. S. Inorg. Chim. Acta 2003, 343, 33 https://doi.org/10.1016/S0020-1693(02)01237-9
  6. Blake, A. J.; Reid, G.; Schroder, M. J. Chem. Soc., Dalton Trans. 1990, 3849
  7. Romeo, I.; Sanches-Castello, G.; Teixidor, F.; Whitaker, C. R.;Rius, J.; Miravitlles, C.; Flor, T.; Escriche, L.; Casabo, J. Polyhedron 1996, 15, 2057 https://doi.org/10.1016/0277-5387(95)00445-9
  8. Yoon, I.; Seo, J.; Lee, J.-E.; Song, M. R.; Lee, S. Y.; Choi, K. S.;Jung, O.-S.; Park, K.-M. Lee, S. S. Dalton Trans. 2005, 2352
  9. Park, K.-M.; Yoon, I.; Seo, J.; Lee, J.-E.; Kim, J.; Choi, K. S.;Jung, O.-S.; Lee, S. S. Cryst. Growth Des. 2005, 5, 1707 https://doi.org/10.1021/cg050220u
  10. Casabó, J.; Teixidor, F.; Escriche, L.; Viñas, C.; Pérez-Jiménez, C.Adv. Mater. 1995, 7, 238 https://doi.org/10.1002/adma.19950070231
  11. Seo, M. L.; Yoon, I.; Seo, J.; Baek, H.-S.; Ha, K. S.; Yang, J.-K.;Kim, J.; Park, K.-M.; Lee, S. S. Bull. Korean Chem. Soc .2005, 26, 1293 https://doi.org/10.5012/bkcs.2005.26.8.1293
  12. Casabo, J.; Mestres, L.; Escriche, L.; Teixidor, F.; Perez-Jimenez,C. J. Chem. Soc., Dalton Trans.1991, 1969
  13. Kivekas, R.; Sillanpaa, R.; Escriche, L.; Almajano, M. P.;Teixidor, F.; Casabo, J.Acta Crystallogr. 1994, C50, 2047
  14. Yoon, I.; Park, K.-M.; Lee, S. S. Anal. Sci. 2001, 17, 687 https://doi.org/10.2116/analsci.17.687
  15. Yoon, I.; Park, K.-M.; Kim, J.; Kim, B. G.; Lee, S. S. Anal. Sci. 2003, 19, 1461 https://doi.org/10.2116/analsci.19.1461
  16. Seo, J.; Song, M. R.; Lee, J.-E.; Lee, S. Y.; Yoon, I.; Park, K.-M.;Kim, J.; Jung, J. H.; Park, S. B.; Lee, S. S. Inorg. Chem. 2006, 45, 952 https://doi.org/10.1021/ic051764o
  17. Lockhart, J. C.; Mousley, D. P.; Hill, M. N. C.; Tomkinson, N. P.;Teixidor, F.; Almajano, M. P.; Escriche, L.; CasabO, J. F.;Sillanpää, R.; KivekAs, R. J. Chem. Soc., Dalton Trans.1992, 2889
  18. Yoon, I.; Lee, Y. H.; Lee, S. S.; Lee, S. C.; Park, S. B. Analyst 2001, 126, 1773 https://doi.org/10.1039/b105136a
  19. Chayama, K.; Sekido, E. Anal. Sci. 1990, 6, 883 https://doi.org/10.2116/analsci.6.883
  20. Lee, B. L.; Lee, Y. H.; Yoon, I.; Jung, J. H.; Park, K.-M.; Lee, S. S.Microchem. J. 2001, 68, 241 https://doi.org/10.1016/S0026-265X(00)00150-8
  21. Paiva, A. P. Sep. Sci. Technol. 1993, 28, 947 https://doi.org/10.1080/01496399308029233
  22. Gloe, K.; Heitzsch, O.; Stephan, H.; Buschmann, H.-J.; Trultzsch,R.; Jacobi, R.; Beger, J. Sov. Extr. Res. Dev.(Japan) 1994, 1, 30
  23. Crombie, D. J.; Moody, G. J.; Thomas, J. D. R. Anal. Chim. Acta 1975, 80, 1 https://doi.org/10.1016/S0003-2670(01)84968-0
  24. Lee, M. H.; Yoo, C. L.; Lee, J. S.; Cho, I.-S.; Kim, B. H.; Cha, G.S.; Nam, H. Anal. Chem. 2002, 74, 2603 https://doi.org/10.1021/ac011160b
  25. Park, K.-M.; Yoon, I.; Paek, U.-H.; Lee, S. S.; Choi, J. B.; Yang,J.-K.; Kim, B. G. Anal. Sci. 2002, 18, 1177 https://doi.org/10.2116/analsci.18.1177
  26. de Groot, B.; Jenkins, H. A.; Loeb, S. J. Inorg. Chem. 1992, 31, 203 https://doi.org/10.1021/ic00028a015
  27. Drexler, H.-J.; Reinke, H.; Holdt, H.-J. Chem. Ber. 1996, 129
  28. Ishikawa, J.; Sakamoto, H.; Nakamura, M.; Doi, K.; Wada, H. J. Chem. Soc., Dalton Trans. 1999, 191
  29. Well, A. F. Structural Inorgnic Chemistry; Oxford University Press: Oxford, 1984
  30. Jenkins, H. A.; Loeb, S. J. Organometallics 1994, 13, 1840 https://doi.org/10.1021/om00017a047
  31. Bruker: Area Detector Control and Integration Software, Version 6.22 in SMART and SAINT; Bruker Analytical X-ray InstrumentsInc.: Madison, Wisconsin, 2001
  32. Bruker: Structure Determination Programs, Version 6.10 in SHELXTL; Bruker Analytical X-ray Instruments Inc.: Madison,Wisconsin, 2000

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