Skip to main content
SpringerLink
Log in

Partitioning of π -electrons in rings of polycyclic conjugated hydrocarbons: Part 6. Comparison with other methods for estimating the local aromaticity of rings in polycyclic benzenoids

  • Published:
Journal of Mathematical Chemistry Aims and scope Submit manuscript

Abstract

By adopting the convention that shared double bonds in polycyclic conjugated hydrocarbons contribute with one π-electron and unshared ones with two π-electrons, a partition of π-electrons in each ring (π-electron content, EC) can be obtained by averaging over all Kekulé structures, which are assumed to have equal weights. This affords a simple measure of local aromaticity that is comparable with other such local aromaticity indices in polycyclic benzenoids.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. M. Randić (2003) Chem. Rev. 103 3449

    Google Scholar 

  2. I. Gutman D. Vukicević A. Graovac M. Randić (2004) J. Chem. Inf. Comput. Sci. 44 296

    Google Scholar 

  3. M. Randić (2004) J. Chem. Inf. Comput. Sci. 44 365

    Google Scholar 

  4. M. Randić A.T. Balaban (2004) Polycyclic Arom. Comp. 24 173

    Google Scholar 

  5. A.T. Balaban M. Randić (2004) J. Chem. Inf. Comput. Sci. 44 50

    Google Scholar 

  6. A.T. Balaban M. Randić (2004) New J. Chem. 28 800

    Google Scholar 

  7. A.T. Balaban M. Randić (2004) J. Chem. Inf. Comput. Sci., 44 1701

    Google Scholar 

  8. D. Vukicević M. Randić A.T. Balaban (2004) J. Math. Chem. 36 271

    Google Scholar 

  9. O.E. Polanski G. Derflinger (1967) Internat. J. Quantum Chem. 1 379

    Google Scholar 

  10. J. Kruszewski T.M. Krygowski (1972) Tetrahedron Lett. 13 3839

    Google Scholar 

  11. M. Cyranski T.M. Krygowski (1996) J. Chem. Inf. Comput. Sci. 36 1142

    Google Scholar 

  12. J. Kruszewski (1980) Pure Appl. Chem. 52 1525

    Google Scholar 

  13. T.M. Krygowski M.K. Cyrański (2001) Chem. Rev. 101 1385

    Google Scholar 

  14. T.M. Krygowski A. Ciesielski C.W. Bird A.J. Kotschy (1995) Chem. Inf. Comput. Sci. 35 203

    Google Scholar 

  15. T.M. Krygowski M.K. Cyrański (1996) Tetrahedron, 52 1713

    Google Scholar 

  16. T.M. Krygowski M.K. Cyrański A. Ciesielski B. Świrska P. Leszczyński (1996) J. Chem. Inf. Comput. Sci. 36 1135

    Google Scholar 

  17. T.M. Krygowski M.K. Cyrański (1998) Theoretical Organic Chemistry, Vol. 5 C. Párkányi (Eds) Theoretical and Computational Chemistry Elsevier Amsterdam

    Google Scholar 

  18. M.K. Cyrański B.T. Stepień T.M. Krygowski (2000) Tetrahedron 56 9663

    Google Scholar 

  19. P.V.R. Schleyer M. Manoharan H. Jiao H. F. Stahl (2001) Org. Lett. 3 3643

    Google Scholar 

  20. M. Aida H. Hosoya (1980) Tetrahedron 36 1317

    Google Scholar 

  21. J. Aihara (2003) J. Phys. Chem. A 107 11553

    Google Scholar 

  22. I. Gutman S. Bosanac (1983) Tetrahedron 33 1809

    Google Scholar 

  23. W.C. Herndon M.L. Ellzey (1974) J. Am. Chem. Soc. 96 6631

    Google Scholar 

  24. Y. Jiang H. Zhu G. Wang (1993) J. Mol. Struct. 297 327

    Google Scholar 

  25. H. Zhu Y. Jiang (1992) Chem. Phys. Lett. 193 446

    Google Scholar 

  26. S. Li Y. Jiang (1995) J. Am. Chem. Soc. 117 8401

    Google Scholar 

  27. V. Monev F. Fratev O.E. Polansky A. Mehlhorn (1981) Tetrahedron 37 1187

    Google Scholar 

  28. A. Moyano J.-C. Paniagua (1991) J. Org. Chem. 56 1858

    Google Scholar 

  29. J. Poater X. Fradera M. Duran M. Solà (2003) Chem. Eur. J. 9 400

    Google Scholar 

  30. M. Randić (1974) Tetrahedron 30 2067

    Google Scholar 

  31. M. Randić (1980) Pure Appl. Chem. 52 1587

    Google Scholar 

  32. K. Sakurai K. Kitaura K. Nishimoto (1986) Theor. Chim. Acta 69 23

    Google Scholar 

  33. C.H. Suresh S.R. Gadre (1999) J. Org. Chem. 64 2505

    Google Scholar 

  34. L. Tarko P. Filip (2003) Rev. Roum. Chim. 48 745

    Google Scholar 

  35. I. Oonishi S. Ohshima S. Fujisawa J. Aoki Y. Ohashi T.M. Krygowski (1992) J. Mol. Struct. 265 283

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Texas A & M University at Galveston, MARS, 5007 Avenue U, Galveston, TX, 77551, USA

    Alexandru T. Balaban

  2. Milan Randić, 3225 Kingman Rd, Ames, IA, 50014, USA

    Milan Randić

Authors
  1. Alexandru T. Balaban
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Milan Randić
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Alexandru T. Balaban.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Balaban, A.T., Randić, M. Partitioning of π -electrons in rings of polycyclic conjugated hydrocarbons: Part 6. Comparison with other methods for estimating the local aromaticity of rings in polycyclic benzenoids. J Math Chem 37, 443–453 (2005). https://doi.org/10.1007/s10910-004-1114-z

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10910-004-1114-z

Keywords

Search

Navigation