Theoretical and Experimental Chemistry

, Volume 44, Issue 5, pp 278–285 | Cite as

Location of charge and geometric soliton waves in dications of α,ω-substituted polyenes


A quantum-chemical investigation of the location and form of the solitons in the dications of polyenes was undertaken. It was shown that two soliton waves (both charge and geometric) in opposite phases are generated in the doubly charged conjugated systems; they coincide in form with that for the solitons in the single-charge π systems. In the dications of polyenes with a long chain both solitons are repelled from each other. In short chains a minimum distance is maintained between them, and both centers of the soliton waves can even be outside the molecule. The introduction of hydroxy or phenyl terminal groups into the dications of the polyenes leads to displacement of the centers of the charge and geometric waves without substantially distorting their form. The introduction of an amino group or tropylium residue is accompanied by displacement of the solitons to the end of the conjugation chain so that half of the soliton waves projects onto the molecule.

Key words

polyenes dications quantum-chemical calculations solitons 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    A. Mishra, Chem. Rev., 100, No. 4, 1973–2011 (2000).CrossRefGoogle Scholar
  2. 2.
    P. Batail, Chem. Rev., 104, No. 10, 4887–4890 (2004).CrossRefGoogle Scholar
  3. 3.
    P. F. H. Schwab, J. R. Smith, and J. Michl, Chem. Rev., 105, No. 3, 1197–1279 (2005).CrossRefGoogle Scholar
  4. 4.
    A. D. Kachkovskii, Teor. Éksp. Khim., 41, No. 3, 133–154 (2005). [Theor. Experim. Chem., 41, No. 3, 165–175 (2005).]Google Scholar
  5. 5.
    J. L. Bredas and G. B. Street, Accounts Chem. Res., 18, No. 2, 309–315 (1985).CrossRefGoogle Scholar
  6. 6.
    G. Bach and S. Daehne, Cyanine Dyes and Related Compounds. Rodd's Chemistry of Carbon Compounds, M. Sainsbury (ed.), Elsevier Sci., Amsterdam (1997), Ch. 15, pp. 383–481.Google Scholar
  7. 7.
    A. Yu. Kon and I. A. Misurkin, Teor. Éksp. Khim., 22, No. 2, 146–153 (1986). [Theor. Experim. Chem., 22, No. 2, 134–141 (1986).]Google Scholar
  8. 8.
    Yu. N. Bernatskaya and A. D. Kachkovskii, Teor. Éksp. Khim., 35, No. 3, 150–154 (1999). [Theor. Experim. Chem., 35, No. 3, 142–145 (1999).]Google Scholar
  9. 9.
    J. S. Craw, J. R. Reimers, G. B. Bacskay, et al., Chem. Phys., 167, No. 1, 77–99 (1992).CrossRefGoogle Scholar
  10. 10.
    J. S. Craw, J. R. Reimers, G. B. Bacskay, et al., Chem. Phys., 167, No. 1, 101–109 (1992).CrossRefGoogle Scholar
  11. 11.
    A. B. Ryabitsky, A. D. Kachkovski, and O. V. Przhonska, J. Mol. Struct. (THEOCHEM), 802, No. 1, 75–83 (2007).CrossRefGoogle Scholar
  12. 12.
    J. Hinze and H. H. Jaffe, J. Am. Chem. Soc., 84, No. 2, 540–546 (1962).CrossRefGoogle Scholar
  13. 13.
    A. D. Kachkovskii and A. B. Ryabitskii, Teor. Éksp. Khim., 44, No. 4, 221–227 (2008). [Theor. Experim. Chem., 44, No. 4, 232–239 (2008).]Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2008

Authors and Affiliations

  1. 1.Institute of Organic ChemistryNational Academy of Sciences of UkraineKyivUkraine

Personalised recommendations