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Journal of inclusion phenomena

, Volume 4, Issue 4, pp 379–385 | Cite as

Ein neues makrobicyclisches Wirtmolekül-Synthese und ANS-Komplexierung

  • Ute Werner
  • Walter M. Müller
  • Hans-Willi Losensky
  • Thomas Merz
  • Fritz Vögtle
Article

A new macrobicyclic host molecule-synthesis and complex formation with 1,8-ANS

Abstract

The synthesis of the new host molecule1b is described. Its complexation properties towards 1,8-ANS as a guest are reported. Compared to the monomacrocyclic host molecules2c and2e, the complex stabilities of1b with ANS as a guest are particularly higher, suggesting that the macrobicyclic host forms a better fitting niche to allow the nestling of guest molecules in solution.

Key words

1,8-Anilinonaphthalene sulfonic acid (1,8-ANS) association constants complex constants host/guest complex chemistry lactams large ring compounds macro(mono-/bi)-cyclic compounds synthetic hosts 

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Literatur

  1. 1.
    K. Odashima und K. Koga:Cyclophanes, Vol II (P. M. Keehn, S. M. Rosenberg, Hrsg.), Kap. 11, Academic Press, New York (1983).Google Scholar
  2. 1a.
    F. Vögtle und E. Weber:Host Guest Complex Chemistry; Macrocycles, Springer-Verlag, Berlin (1985); ‘Biomimetic and Bioorganic Chemistry’ (E. Weber, Hrsg.),Top. Curr. Chem. 128, Springer-Verlag, Berlin (1985).Google Scholar
  3. 2.
    C. Tanford:The Hydrophobic Effect, John Wiley, New York (1980).Google Scholar
  4. 3.
    P. Mitter:Ber. Dtsch. Chem. Ges. 45, 1207 (1912).Google Scholar
  5. 4.
    H. Stetter, L. Marx-Moll und H. Rutzen,Chem. Ber. 91, 1175 (1958).Google Scholar
  6. 5.
    J. Franke, T. Merz, H.-W. Losensky, W. M. Müller, U. Werner und F. Vögtle:J. Incl. Phenom. 3, 471 (1985).Google Scholar
  7. 6.
    K. Odashima, A. Atai, Y. Iitaka und K. Koga:J. Am. Chem. Soc. 102, 2504 (1980); T. Soga, K. Odashima und K. Koga:Tetrahedron Lett. 21, 435 (1980).Google Scholar
  8. 7.
    F. Diederich und K. Dick:J. Am. Chem. Soc. 106, 8024 (1984).Google Scholar
  9. 8.
    I. Tabushi:Tetrahedron 40, 269 (1984);Acc. Chem. Res. 15, 66 (1982);Google Scholar
  10. 8a.
    R. Breslow,Chem. Brit. 19, 126 (1983);Science 218, 532 (1982);Google Scholar
  11. 8b.
    J. Szejtli:Cyclodextrins and their Inclusion Complexes, Akademiai Kiado, Budapest (1982).Google Scholar

Copyright information

© D. Reidel Publishing Company 1986

Authors and Affiliations

  • Ute Werner
    • 1
  • Walter M. Müller
    • 1
  • Hans-Willi Losensky
    • 1
  • Thomas Merz
    • 1
  • Fritz Vögtle
    • 1
  1. 1.Institut für Organische Chemie und Biochemie der Universität BonnBonn 1West Germany

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