Skip to main content
Log in

Conformational analysis of substituted dibenzo-14-crown-4 ethers in solution by 1D and 2D NMR

  • Published:
Journal of inclusion phenomena and molecular recognition in chemistry Aims and scope Submit manuscript

Abstract

The preferred conformations in solution for substituents onsym-dibenzo-14-crown-4 ethers are shown by NMR to depend on the atom, carbon or oxygen, linking the substituent to the crown ring.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Y. Kudo, Y. Takeda, K. Hiratani, and H. Matsuda:Anal. Sci. 7, 549 (1991).

    Google Scholar 

  2. R. Kataky, P.E. Nicholson, and D. Parker:J. Chem. Soc., Perkin Trans. 2, 321 (1990).

    Google Scholar 

  3. K. Kimura, S. Iketani, H. Sakamoto, and T. Shono:Analyst 115, 1251 (1990).

    Google Scholar 

  4. Y. Nakatsuji, R. Wakita, Y. Harada, and M. Okhara:J. Org. Chem. 54, 2988 (1989).

    Google Scholar 

  5. H. Sakamoto, K. Kimura, M. Tanaka, and T. Shono:Bull. Chem. Soc. Jpn. 62, 3394 (1989).

    Google Scholar 

  6. E. Uhlemann, H. Bukowsky, F. Dietrich, K. Gloe, P. Muhl and H. Mosler:Anal. Chim. Acta 224, 47 (1989).

    Google Scholar 

  7. K. Wilcox and G. E. Pacey:Talanta 38, 1315 (1991).

    Google Scholar 

  8. R. A. Sachleben and J. H. Burns:J. Chem. Soc., Perkin Trans 2 1971 (1992).

    Google Scholar 

  9. N. K. Dalley, W. M. Jiang, and U. Olsher:J. Incl. Phenom. 12, 305 (1992).

    Google Scholar 

  10. G. Shoham, D. W. Christianson, R. A. Bartsch, G. S. Heo, U. Olsher, and W. N. Lipscomb:J. Am. Chem. Soc. 116, 1280 (1984).

    Google Scholar 

  11. U. Olsher, F. Frolow, R. A. Bartsch, M. J. Pugia, and G. Shoham:J. Am. Chem. Soc. 111, 9217 (1989).

    Google Scholar 

  12. R. A. Bartsch, B. P. Czech, S. I. Kang, L. E. Stewart, W. Walkowiak, W. A. Charewicz, G. S. Heo, and B. Son:J. Am. Chem. Soc. 107, 4997 (1985).

    Google Scholar 

  13. Y. Habata, M. Ikeda, and S. Akabori:Tetrahedron Lett. 33, 3157 (1992).

    Google Scholar 

  14. R. A. Bartsch:Solvent Extr. Ion Exch. 7, 829 (1989).

    Google Scholar 

  15. J. H. Burns and R. A. Sachleben:Inorg. Chem. 27, 1787 (1988).

    Google Scholar 

  16. J. H. Burns and R. A. Sachleben:Inorg. Chem. 29, 788 (1990).

    Google Scholar 

  17. J. H. Burns and R. A. Sachleben:Acta Crystallogr., Sect. C 47, 2339 (1991).

    Google Scholar 

  18. R. A. Sachleben and J. H. Burns:Acta Crystallogr., Sect. C 47, 1968 (1991).

    Google Scholar 

  19. U. Olsher, F. Frolow, N. K. Dalley, J. Weiming, Z.-Y. Yu, J. M. Knobeloch, and R. A. Bartsch:J. Am. Chem. Soc. 113, 6750 (1991).

    Google Scholar 

  20. H. Schneider and V. Hoppen:Tetrahedron Lett. 579 (1974).

  21. Carbon-13 and proton NMR spectra were recorded on a Bruker MSL-400 spectrometer operating at 100.613 and 400.13 MHz, respectively. 0.1 M crown ether solutions in CDCl3 for13C and in toluene-d8 for1H were studied at 303K.

  22. NOESY spectra were performed in the phase-sensitive mode with a mixing time of 700 ms at 303K. The spectra were recorded by using 256×1K data points with zero-filling to 1K×1K data points.

  23. R.J. Abraham and G. Gatti:J. Chem. Soc. B 961 (1969).

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chen, Z., Sachleben, R.A. Conformational analysis of substituted dibenzo-14-crown-4 ethers in solution by 1D and 2D NMR. J Incl Phenom Macrocycl Chem 16, 91–95 (1993). https://doi.org/10.1007/BF00708765

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00708765

Key words

Navigation