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Improvement Method for Synthesis of p-tert-butylthiacalix[n]arenes; Effect of Using Base Catalyst with Carboxylic Acid

  • Yoshihiko Kondo
  • Fumio Hamada
Article

Abstract

The improved method for synthesis of p-tert-butylthiacalix[n]arenes (TCnAs) by using precursor which is sulfur-bridged oligomer of p-tert-butylphenol with acetic acid and terephthalic acid as a template in a combination with base catalyst such as NaOH and NaH gave much better yields for TC6A (10.6 %) and TC8A (7.8 %), respectively. Such stronger base NaH than NaOH could bring down a reaction temperature for synthesis of TC8A.

Keywords

base catalyst calixarene sodium hydride thiacalixarene 

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References

  1. 1.
    Pavel Lhoták: Eur. J. Org. Chem. 1675 (2004)Google Scholar
  2. 2.
    (a) Y. Kondo, K. Endo, and F. Hamada: Chem. Commun. 711 (2005); (b) K. Endo, Y. Kondo, Y. Aoyama, and F. Hamada: Tetrahedron Lett. 44, 1355 (2003); (c) T. Kajiwara, N. Kon, S.␣Yokozawa, T. Ito, N. Iki, and S. Miyano: J. Am. Chem. Soc. 124, 11274 (2002)Google Scholar
  3. 3.
    T. Sone, Y. Ohba, K. Moriya, and H. Kumada, Abstract Book of Workshop on Calixarenes and Related Compounds, p. PS/B-36, 2–4, June 1993, Fukuoka, JapanGoogle Scholar
  4. 4.
    Kumagai H., Hasegawa M., Miyanari S., Sugawa Y., Sato Y., Hori T., Ueda S., Kamiya H., Miyano S. (1997) Tetrahedron Lett. 38:3971CrossRefGoogle Scholar
  5. 5.
    Kon N., Iki N., Miyano S. (2002) Tetrahedron Lett. 43:2231 CrossRefGoogle Scholar
  6. 6.
    Kondo Y., Endo K., Iki N., Miyano S., Hamada F. (2005) J. Inclusion Phenom. 52:45–49CrossRefGoogle Scholar
  7. 7.
    J. Vicens and V. Böhmer (eds.): Calixarenes, A Versatile Class of Macrocyclic Compounds, Kluwer Academic Publishers (1990)Google Scholar
  8. 8.
    Neale A.J., Bain P.J.S., Rawlings T.J. (1969) Tetrahedron 25:4593CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  1. 1.Department of Material-Process Engineering and Applied Chemistry for Environments, Faculty of Engineering and Resource ScienceAkita UniversityTegata, AkitaJapan

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