Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Letter
  • Published:

Chemical Shifts in C5H5 and C7H7 + Ions: the Free Electron Model

Abstract

IN an earlier communication1, the classical free electron model proposed by Pople2 was modified and successfully applied to the description of the nuclear resonance spectra of hydrocarbons containing six-membered aromatic rings. It was then noted that results on a five-membered aromatic ring did not appear to be in good agreement with this theory. We now wish to report complete data on the aromatic systems C5H5 and C7H7 + (cyclopentadienide ion and tropylium ion, respectively), and to compare them with theoretical expectations. The aromaticity of these two species is generally accepted3–5.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Similar content being viewed by others

References

  1. Waugh, J. S., and Fessenden, R. W., J. Amer. Chem. Soc., 19, 846 (1957).

    Article  Google Scholar 

  2. Pople, J. A., J. Chem. Phys., 24, 1111 (1956).

    Article  ADS  MathSciNet  CAS  Google Scholar 

  3. Nelson, R. D., Fateley, W. G., and Lippincott, E. R., J. Amer. Chem. Soc., 78, 4870 (1956).

    Article  CAS  Google Scholar 

  4. Johnson, A. W., J. Chem. Soc., 1331 (1954).

  5. Doering, W. von E., and Knox, L. H., J. Amer. Chem. Soc., 76, 3203 (1954).

    Article  CAS  Google Scholar 

  6. Wilkinson, G., Cotton, F. A., and Birmingham, J. M., J. Inorg. Nucl. Chem., 2, 95 (1956).

    Article  CAS  Google Scholar 

  7. Bothner-by, A. A., and Glick, R. E., J. Amer. Chem. Soc., 78, 1071 (1956).

    Article  CAS  Google Scholar 

  8. Pauling, L., Victor Henri Memorial Volume, “Contribution to the Study of Molecular Structure”, 1 (Desoer, Liège, 1947).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

LETO, J., COTTON, F. & WAUGH, J. Chemical Shifts in C5H5 and C7H7 + Ions: the Free Electron Model. Nature 180, 978–979 (1957). https://doi.org/10.1038/180978b0

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1038/180978b0

Comments

By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing