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:

Electron-deficient bonding at pentacoordinate nitrogen

Abstract

IT has been demonstrated recently that pentacoordinate and hexacoordinate carbon atoms can be prepared in complexes containing two-coordinate gold(I) species1–3. This unusual environment for carbon can be ascribed to the tendency of gold(I) to form clusters with short intramolecular contacts between the metal atoms4,5; the effect, termed 'aurophilicity', suggests the possibility of forming polyaurated species with the metal atoms clustering about a central element. Here we report that nitrogen, as well as carbon, can demonstrate unusually high coordination when included as the central atom in such complexes. We have prepared an aurated dication in which the nitrogen exhibits fivefold coordination. In keeping with theoretical predictions, we anticipate that it may prove possible to synthesize similar compounds containing other central elements, such as boron.

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. Scherbaum, F., Grohmann, A., Huber, B., Krüger, C. & Schmidbaur, H. Angew. Chem. Int. Ed. Engl. 27, 1544–1546 (1988).

    Article  Google Scholar 

  2. Scherbaum, F., Grohmann, A., Müller, G. & Schmidbaur, H. Angew. Chem. Int. Ed. Engl. 28, 463–465 (1989).

    Article  Google Scholar 

  3. Scherbaum, F., Huber, B., Müller, G. & Schmidbaur, H. Angew. Chem. Int. Ed. Engl. 27, 1542–1544 (1988).

    Article  Google Scholar 

  4. Schmidbaur, H. Gold Bull. (in the press).

  5. Jones, P. G. Gold Bull. 14, 102–118, 159–166 (1981); Gold Bull. 16, 114–124 (1983); Gold Bull. 19, 46–57 (1986).

    Article  ADS  CAS  Google Scholar 

  6. Greenwood, N. N. & Earnshaw, A. Chemistry of the Elements (Pergamon, Oxford, 1984).

    Google Scholar 

  7. Puddephatt, R. J. The Chemistry of Gold (Elsevier, Amsterdam, 1978).

    Google Scholar 

  8. Schmidbaur, H., Graf, W. & Müller, G. Helv. Chim. Acta 69, 1748–1756 (1986).

    Article  CAS  Google Scholar 

  9. Schmidbaur, H., Graf, W. & Müller, G. Angew. Chem. Int. Ed. Engl. 27, 417–419 (1988).

    Article  Google Scholar 

  10. Schmidbaur, H., Dziwok, K., Grohmann, A. & Müller, G. Chem. Ber. 122, 893–895 (1989).

    Article  CAS  Google Scholar 

  11. Mingos, D. M. P. JCS Dalton Trans. 1163–1169 (1976).

  12. Bellon, P. L., Manassero, M. & Sansoni, M. JCS Dalton Trans. 2423–2427 (1973).

  13. Steggerda, J. J., Bour, J. J. & van der Velden, J. W. A. Recl Trav. chim. Pays-Bas Belg. 101, 164–170 (1982).

    Article  CAS  Google Scholar 

  14. Briant, C. E., Hall, K. P. & Mingos, D. M. P. J. organometall. Chem. 254, C18–C20 (1983).

    Article  CAS  Google Scholar 

  15. Rösch, N., Görling, A., Ellis, D. E. & Schmidbaur, H. Angew. Chem. Int. Ed. Engl. 28, 1357–1359 (1989).

    Article  Google Scholar 

  16. Mingos, D. M. P. & Kanters, R. P. F. J. organometall. Chem. 384, 405–415 (1990).

    Article  CAS  Google Scholar 

  17. Perevalova, E. G., Smyslova, E. I., Dyadchenko, V. P., Grandberg, K. I. & Nesmeyanov, A. N. Izv. Akad. Nauk SSSR Ser. Khim. 1455 (1980) (in Russian).

  18. Slovokhotov, Yu. L. & Struchkov, Yu. T. J. organometall. Chem. 277, 143–146 (1984).

    Article  CAS  Google Scholar 

  19. Schmidbaur, H. Hartmann, C. & Wagner, F. E. Angew. Chem. Int. Ed. Engl. 26, 1148–1150 (1987).

    Article  Google Scholar 

  20. Jiang, Y., Alvarez, S. & Hoffmann, R. Inorg. Chem. 24, 749–757 (1985).

    Article  CAS  Google Scholar 

  21. Mehrotra, P. K. & Hoffmann, R. Inorg. Chem. 27, 2120–2127 (1988).

    Article  Google Scholar 

  22. Dedieu, A. & Hoffmann, R. J. Am. chem. Soc. 100, 2074–2079 (1978).

    Article  CAS  Google Scholar 

  23. Hoffmann, R. Angew. Chem. Int. Ed. Engl. 21, 711–723 (1982).

    Article  Google Scholar 

  24. Stone, F. G. A. Angew. Chem. Int. Ed. Engl. 23, 85–95 (1984).

    Article  Google Scholar 

  25. Olah, A. J. Am. chem. Soc. 94, 808–820 (1972).

    Article  CAS  Google Scholar 

  26. Olah, G. A., Klopman, G. &. Schlosberg, R. H. J. Am. chem. Soc. 91, 3261–3268 (1969).

    Article  CAS  Google Scholar 

  27. Hogeveen, H. & Gaasbeek, C. J. Recl Trav. chim. Pays-Bas Belg. 87, 319–320 (1968).

    Article  CAS  Google Scholar 

  28. Hogeveen, H. & Bickel, A. F. Recl Trav. chim. Pays-Bas Belg. 88, 371–378 (1969).

    Article  CAS  Google Scholar 

  29. Chinn J. W. Jr & Lagow, R. J. J. Am. chem. Soc. 106, 3694–3695 (1984).

    Article  CAS  Google Scholar 

  30. Reed, A. E. & Weinhold, F. J. Am. chem. Soc. 107, 1919–1921 (1985).

    Article  CAS  Google Scholar 

  31. Schleyer, P. v. R., Würthwein, E.-U., Kaufmann, E. & Clark, T. J. Am. chem. Soc. 105, 5930–5932 (1983).

    Article  CAS  Google Scholar 

  32. Schleyer, P. v. R. et al. J. Am. chem. Soc. 105, 484–488 (1983).

    Article  CAS  Google Scholar 

  33. Jemmis, E. D. et al. J. Am. chem. Soc. 104, 4275–4276 (1982).

    Article  CAS  Google Scholar 

  34. Gutsev, G. L. & Boldyrev, A. I. Chem. Phys. Lett. 92, 262–266 (1982).

    Article  ADS  CAS  Google Scholar 

  35. Gründler, W. & Schädler, H. D. Z. Chem. 20, 111 (1980).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Grohmann, A., Riede, J. & Schmidbaur, H. Electron-deficient bonding at pentacoordinate nitrogen. Nature 345, 140–142 (1990). https://doi.org/10.1038/345140a0

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1038/345140a0

This article is cited by

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