Russian Journal of General Chemistry

, Volume 75, Issue 4, pp 605–612 | Cite as

Solvatochromism of Heteroaromatic Compounds: XXVI. Solvent Effect on the Solvatochromic Parameters of IR Bands of N-Methylanilines and Related Hydrogen Bond Donors

  • A. I. Vokin
  • L. P. Oznobikhina
  • A. M. Shulunova
  • M. V. Ustinov
  • G. V. Bozhenkov
  • G. G. Levkovskaya
  • V. K. Turchaninov


Formation of a hydrogen bond between molecules of a proton donor (phenol, pyrrole, N-methylanilines) and a solvent decreases the sensitivity of the XH stretching frequency to the polarity/polarizability of solvents. A change in the bond configuration in the amine moiety of N-methylaniline and related compounds upon formation of a solvation H complex is manifested in that the absolute terms of the solvatochromic equations for inert and protophilic media are different. The spectroscopic effect from the geometric reorganization of molecules is determined by their structure and the capability to act as hydrogen bond donors. Multicentered hydrogen bond with π bases affects the geometry of the amine fragment of N-substituted anilines to a lesser extent than does two-centered H bond with onium bases.


Aniline Pyrrole Hydrogen Bond Donor Proton Donor Bond Configuration 
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Copyright information

© MAIK “Nauka/Interperiodica” 2005

Authors and Affiliations

  • A. I. Vokin
    • 1
  • L. P. Oznobikhina
    • 1
  • A. M. Shulunova
    • 1
  • M. V. Ustinov
    • 1
  • G. V. Bozhenkov
    • 1
  • G. G. Levkovskaya
    • 1
  • V. K. Turchaninov
    • 1
  1. 1.Favorskii Irkutsk Institute of Chemistry, Siberian BranchRussian Academy of SciencesIrkutskRussia

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