Skip to main content
SpringerLink
Log in

Manifestation of intramolecular proton transfer in imidazole in the electronic-vibrational spectrum

  • Published:
Journal of Applied Spectroscopy Aims and scope

Abstract

Electronic-vibrational spectra of both imidazole (I) and the intermediate molecular structure (II) in the intramolecular proton transfer process N1H(I) → N3H(III) have been calculated and analyzed theoretically. The geometries of the molecular structures of I and II in the first ππ* excited state were determined using semi-empirical correlations and the method of hybridized atomic orbitals. The difference in their spectra indicates that the intramolecular proton-transfer mechanism with imidazole (I ↔ III) tautomeric conversion can be identified by electronic-vibrational spectroscopy.

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. L. A. Gribov and V. I. Baranov, Theory and Methods for Calculating Molecular Processes. Spectra, Chemical Conversions, and Molecular Logic [in Russian], KomKniga, Moscow (2006).

    Google Scholar 

  2. G. N. Ten and V. I. Baranov, Opt. Spektrosk., 97, 1–9 (2004).

    Article  Google Scholar 

  3. G. N. Ten and V. I. Baranov, Zh. Prikl. Spektrosk., 71, No. 6, 703–711 (2004).

    Google Scholar 

  4. G. N. Ten, T. G. Burova, and V. I. Baranov, Izv. Sarat. Univ. Fiz., 6, 41–59 (2006).

    Google Scholar 

  5. V. Ya. Fain, B. E. Zaitsev, and M. A. Ryabov, Zh. Obshch. Khim., 76, 608–609 (2006).

    Google Scholar 

  6. Y. Tsuchiya, T. Tamura, M. Fujii, and M. Ito, J. Phys. Chem., 92, 1760–1765 (1988).

    Article  Google Scholar 

  7. M. Fujii, T. Tamura, N. Mikami, and M. Ito, Chem. Phys. Lett., 126, 583–587 (1986).

    Article  ADS  Google Scholar 

  8. D. Barton and W. D. Ollis, eds., Comprehensive Organic Chemistry. The Synthesis and Reactions of Organic Compounds, Pergamon, New York (1978).

    Google Scholar 

  9. J. A. Kereselidze, T. Sh. Zarkua, T. J. Kikalishvili, E. J. Churguliya, and M. S. Makaridze, Usp. Khim., 71, 1120–1131 (2002).

    Google Scholar 

  10. J. Berthou, J. Elguero, and C. Rérat, Acta Crystallogr. Sect. B: Struct. Crystallogr. Cryst. Chem., 26, 1880–1887 (1970).

    Article  Google Scholar 

  11. T. J. Kikalishvili and J. A. Kereselidze, Khim. Geterotsikl. Soedin., No. 9, 1225–1227 (2002).

  12. Yu. A. Borisov, N. P. Vorob’ev, I. A. Abronin, and A. F. Kolomiets, Izv. Akad. Nauk SSSR, Ser. Khim., No. 12, 2779–2783 (1988).

    Google Scholar 

  13. G. N. Ten, T. G. Burova, and V. I. Baranov, Zh. Strukt. Khim., 48, 665–676 (2007).

    Google Scholar 

  14. S. G. Stepanian, G. G. Sheina, E. D. Radchenko, and Yu. P. Blagoi, J. Mol. Struct., 131, 333–346 (1985).

    Article  ADS  Google Scholar 

  15. G. G. Sheina, S. G. Stepanian, E. D. Radchenko, and Yu. P. Blagoi, J. Mol. Struct., 158, 275–292 (1987).

    Article  ADS  Google Scholar 

  16. C. Plutzer and K. Kleinermanns, Phys. Chem. Chem. Phys., 4, 4877–4882 (2002).

    Article  Google Scholar 

  17. J. Wiorkiewicz-Kuczera and M. Karplus, J. Am. Chem. Soc., 112, 5324–5340 (1990).

    Article  Google Scholar 

  18. M. J. Nowak, H. Rostkowska, L. Lapinski, J. S. Kwiatkowski, and J. Leszczynski, J. Phys. Chem., 98, 2813–2825 (1994).

    Article  Google Scholar 

  19. M. J. Nowak, H. Rostowska, L. Lapinski et al., Spectrochim. Acta, Part A, 50, 1081–1094 (1994).

    Article  Google Scholar 

  20. M. J. Nowak, L. Lapinski, J. S. Kwiatkowski, and J. Leszczynski, J. Phys. Chem., 100, 3527–3534 (1996).

    Article  Google Scholar 

  21. G. N. Ten and V. I. Baranov, Biofizika (in press).

  22. G. N. Ten and V. I. Baranov, Izv. Timiryaz. Sel’sk. Akad., No. 3, 180–185 (1986).

  23. G. N. Ten, V. I. Baranov, and L. A. Gribov, J. Mol. Struct. (THEOCHEM), 137, 91–111 (1986).

    Article  Google Scholar 

  24. G. N. Ten and V. I. Baranov, Zh. Prikl. Spektrosk., 52, No. 1, 76–81 (1990).

    Google Scholar 

  25. G. N. Ten and V. I. Baranov, Zh. Prikl. Spektrosk., 68, No. 1, 32–35 (2001).

    Google Scholar 

  26. G. N. Ten, V. V. Nechaev, and V. I. Baranov, Opt. Spektrosk., 92, 418–425 (2002).

    Article  Google Scholar 

  27. L. A. Gribov, V. I. Baranov, and D. Yu. Zelentsov, Electronic-Vibrational Spectra of Polyatomic Molecules: Theory and Calculation Methods [in Russian], Nauka, Moscow (1997).

    Google Scholar 

  28. G. Leandri, A. Mangini, F. Montanari, and R. Passerini, Gazz. Chim. Ital., 85, 769–839 (1955).

    Google Scholar 

  29. T. M. Prokop’eva, Yu. B. Vysotskii, V. A. Dadali, and V. A. Sokolenko, Ukr. Khim. Zh., 48, 981–988 (1982).

    Google Scholar 

  30. C. Strzalkowska, Zesz. Nauk. Uniw. Jagiellon., Pr. Chem., No. 32, 105–117 (1989).

  31. D. S. Caswell and T. G. Spiro, J. Am. Chem. Soc., 108, 6470–6477 (1986).

    Article  Google Scholar 

  32. L. Serrano-Andrés, M. P. Fülscher, and B. O. Roos, J. Phys. Chem., 100, 6484–6491 (1996).

    Article  Google Scholar 

  33. V. A. Godik, A. N. Rodionov, A. P. Simonov, and D. N. Shigorin, Zh. Fiz. Khim., 71, 374–375 (1997).

    Google Scholar 

  34. E. M. Popov and G. A. Kogan, Usp. Khim., 37, 256–295 (1968).

    Google Scholar 

  35. V. I. Baranov, L. A. Gribov, V. O. Djenjer, and D. Ya. Zelent’sov, J. Mol. Struct., 407, 177–198 (1997).

    Article  ADS  Google Scholar 

  36. V. I. Baranov and A. N. Solov’ev, Zh. Strukt. Khim., 41, 369–378 (2000).

    Google Scholar 

  37. V. I. Baranov and A. N. Solov’ev, Opt. Spektrosk., 90, 221–228 (2001).

    Article  Google Scholar 

  38. V. I. Baranov and A. N. Solov’ev, Opt. Spektrosk., 93, 751–758 (2002).

    Article  Google Scholar 

  39. V. I. Baranov and A. N. Solov’ev, Opt. Spektrosk., 96, 380–387 (2004).

    Article  Google Scholar 

  40. M. K. Shukla and P. C. Mishra, Chem. Phys., 240, 319–329 (1999).

    Article  ADS  Google Scholar 

  41. P. C. Mishra and K. Jug, J. Mol. Struct. (THEOCHEM), 305, 139–148 (1994).

    Article  Google Scholar 

  42. M. K. Shukla and J. Leszczynski, J. Phys. Chem. A, 106, 1011–1018 (2002).

    Article  Google Scholar 

  43. M. K. Shukla and J. Leszczynski, J. Phys. Chem. A, 106, 4709–4717 (2002).

    Article  Google Scholar 

  44. G. N. Ten, V. V. Nechaev, V. I. Berezin, and V. I. Baranov, Zh. Strukt. Khim., 38, 334–344 (1997).

    Google Scholar 

  45. J. Stepanek and V. Baumruk, Mol. Struct., 219, 299–304 (1990).

    Article  ADS  Google Scholar 

  46. N. J. Kim, G. Jeong, Y. S. Kim, J. Sung, S. K. Kim, and Y. D. Park, J. Chem. Phys., 113, 10051–10055 (2000).

    Article  ADS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. G. Chernyshevsky Saratov State University, 155 Moskovskaya St., Saratov, 410026, Russia

    G. N. Ten

  2. V. I. Vernadsky Institute of Geochemistry and Analytical Chemistry, Russian Academy of Sciences, Moscow, Russia

    V. I. Baranov

Authors
  1. G. N. Ten
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. I. Baranov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to G. N. Ten.

Additional information

__________

Translated from Zhurnal Prikladnoi Spektroskopii, Vol. 75, No. 2, pp. 164–169, March–April, 2008.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ten, G.N., Baranov, V.I. Manifestation of intramolecular proton transfer in imidazole in the electronic-vibrational spectrum. J Appl Spectrosc 75, 168–173 (2008). https://doi.org/10.1007/s10812-008-9034-5

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10812-008-9034-5

Key words

Search

Navigation