Skip to main content
Log in

Femtosecond dynamics of excited-state intramolecular proton transfer in o-tosylaminobenzoic and o-acetylaminobenzoic acids

  • Photochemistry
  • Published:
High Energy Chemistry Aims and scope Submit manuscript

Abstract

The dynamics of excited-state intramolecular proton transfer (ESIPT) and of relaxation processes in o-tosylaminobenzoic acid (TAC) and o-acetylaminobenzoic acid (AAC) have been studied by femtosecond absorption spectroscopy with a time resolution of 30 fs. The ESIPT characteristic time in the TAC dimer and monomer and in AAC monomer is 50 fs. The excited product of photoinduced proton transfer in the monomer undergoes effective radiationless deactivation with a characteristic time of 30 ps, one of the channels of which is internal rotation followed by intersystem crossing and internal conversion. The product of ESIPT in the TAC dimer deactivates preferentially into the ground state via radiative transition with a time of 291 ps. ESIPT in the AAC dimer is thermodynamically unfavorable and occurs with a low yield.

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

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Uzhinov, B.M. and Khimich, M.N., Usp. Khim., 2011, vol. 80.

  2. Khimich, M.N., Gostev, F.E., Shelaev, I.V., Sarkisov, O.M., Birgen, E.A., Bolotin, B.M., and Uzhinov, B.M., High Energy Chem., 2010, vol. 44, p. 482.

    Article  CAS  Google Scholar 

  3. Khimich, M.N., Nadtochenko, V.A., Popov, L.D., Burlov, A.S., Ivanov, V.L., Denisov, N.N., Gostev, F.E., Shelaev, I.V., Sarkisov, O.M., and Uzhinov, B.M., High Energy Chem., 2012, vol. 46, p. 246.

    Article  Google Scholar 

  4. Weissberger, A., Proskauer, E.S., Riddick, J.A., and Toops, E.E., Techniques of Organic Chemistry, vol. 7: Organic Solvents. Physical Properties and Methods of Purification, New York: Interscience, 1955.

    Google Scholar 

  5. Melhuish, W.H., J. Phys. Chem., 1961, vol. 65, p. 229.

    Article  CAS  Google Scholar 

  6. Shelaev, I.V., Gostev, F.E., Mamedov, M.D., Sarkisov, O.M., Nadtochenko, V.A., Shuvalov, V.A., and Semenov, A.Yu., Biochim. Biophys. Acta, 2010, vol. 1797, p. 1410.

    Article  CAS  Google Scholar 

  7. Ushakov, E.N., Nadtochenko, V.A., Gro-mov, S.P., Vedernikov, A.I., Lobova, N.A., Alfimov, M.V., Gostev, F.E., Petrukhin, A.N., and Sarkisov, O.M., Chem. Phys., 2004, vol. 298, p. 251.

    Article  CAS  Google Scholar 

  8. Lochbrunner, S., Wurzer, A.J., and Riedle, E., J. Phys. Chem. A, 2003, vol. 107, p. 10580.

    Article  CAS  Google Scholar 

  9. Nemukhin, A.V., Grigorenko, B.L., and Granovskii, A.A., Vestn. Mosk. Univ., Ser. 2: Khim., 2004, vol. 45, no. 2, p. 75.

    Google Scholar 

  10. Granovsky, A.A., J. Chem. Phys., 2011, vol. 134, p. 214113.

    Article  Google Scholar 

  11. Khimich, M.N., Uzhinova, L.D., Popov, L.D., Burlov, A.S., and Uzhinov, B.M., High Energy Chem., 2013, vol. 47, p. 173.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to M. N. Khimich.

Additional information

Original Russian Text © M.N. Khimich, V.A. Nadtochenko, F.E. Gostev, I.V. Shelaev, A.A. Titov, L.D. Popov, A.S. Burlov, B.M. Uzhinov, 2013, published in Khimiya Vysokikh Energii, 2013, Vol. 47, No. 6, pp. 463–470.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Khimich, M.N., Nadtochenko, V.A., Gostev, F.E. et al. Femtosecond dynamics of excited-state intramolecular proton transfer in o-tosylaminobenzoic and o-acetylaminobenzoic acids. High Energy Chem 47, 315–321 (2013). https://doi.org/10.1134/S0018143913060039

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0018143913060039

Keywords

Navigation