Journal of inclusion phenomena

, Volume 2, Issue 3–4, pp 815–822 | Cite as

Acceleration of the photodimerization of water-soluble anthracenes included by β- and γ-cyclodextrins

  • Takashi Tamaki
  • Tomokuni Kokubu
Article

Abstract

The photodimerization of 2-anthracenesulfonate in water was accelerated in the presence of β- and γ-cyclodextrins (CyDs). While four configurational isomers of the photodimer were obtained in the presence of γ-CyD with similar ratio of the yields to that in the host-free solution, only one of the isomers was obtained in the presence of β-CyD. The results were explained by the formation of two guest-one host inclusion complex in the former case and of two guest-two host inclusion complex in the latter. No evidence of an inclusion complex with α-CyD was obtained. The inclusion effects of CyD on the photodimerization of other water-soluble anthracenes were also examined.

Keywords

Organic Chemistry Anthracene Inclusion Complex Similar Ratio Inclusion Effect 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. (1).
    A. Ueno, K. Takahashi, and T. Osa,J. Chem. Soc., Chem. Commun.,1980, 921.Google Scholar
  2. (2).
    J. Emert, D. Kodali, and R. Catena,J. Chem. Soc., Chem. Commun.,1981, 758.Google Scholar
  3. (3).
    H. Hirai, N. Toshima, and S. Uenoyama,Polymer J.,13, 607 (1981).Google Scholar
  4. (4).
    K. Kano, I. Takenoshita, and T. Ogawa,Chem, Lett.,1982, 321.Google Scholar
  5. (5).
    A. Harada and S. Nozakura,Polymer Bulletin,8, 141 (1982).Google Scholar
  6. (6).
    T. Yorozu, M. Hoshino, and M. Imamura,J. Phys. Chem.,86, 4426 (1982).Google Scholar
  7. (7).
    K. Takamura, S. Inoue, and F. Kusu,Chem. Lett.,1983, 233.Google Scholar
  8. (8).
    K. Kano, I. Takenoshita, and T. Ogawa,Chem. Lett.,1980, 1035;J. Phys. Chem.,86, 1833 (1982).Google Scholar
  9. (9).
    A. Ueno, K. Takahashi, Y. Hino, and T. Osa,J. Chem. Soc., Chem. Commun.,1981, 194.Google Scholar
  10. (10).
    N. Kobayashi, A. Ueno, and T. Osa,J. Chem. Soc., Chem. Commun.,1981, 340.Google Scholar
  11. (11).
    H. Kobashi, M. Takahashi, Y. Muramatsu, and T. Morita,Bull. Chem. Soc. Jpn.,54, 2815 (1981).Google Scholar
  12. (12).
    H. Takeshita, M. Kumamoto, and I. Kouno,Bull. Chem. Soc. Jpn.,53, 1006 (1980).Google Scholar
  13. (13).
    G. S. Cox, N. J. Turro, N. C. Yang, and M. Chen,J. Am. Chem. Soc.,106, 422 (1984).Google Scholar
  14. (14).
    S. Hamai,Bull. Chem. Soc. Jpn.,55, 2721 (1982).Google Scholar
  15. (15).
    D. C. Rideout and R. Breslow,J. Am. Chem. Soc.,102, 7816 (1980).Google Scholar
  16. (16).
    T. Tamaki,Chem. Lett.,1984, 53.Google Scholar
  17. (17).
    J. B. Birks, ‘Photophysics of Aromatic Molecules,’ Wiley-Interscience, London (1970).Google Scholar
  18. (18).
    K. Harata and H. Uedaira,Bull. Chem. Soc. Jpn.,48, 375 (1975).Google Scholar
  19. (19).
    T. Hayashi, N. Mataga, Y. Sakata, S. Misumi, M. Morita, and J. TanakaJ. Am. Chem. Soc.,98, 5910 (1976).Google Scholar

Copyright information

© D. Reidel Publishing Company 1984

Authors and Affiliations

  • Takashi Tamaki
    • 1
  • Tomokuni Kokubu
    • 1
  1. 1.Research Institute for Polymers and TextilesTsukuba IbarakiJapan

Personalised recommendations