Experimental and theoretical investigations of spectral, tautomerism and acid-base properties of Schiff bases derived from some amino acids

Y. H. Ebead, H. M.A. Salman, M. A. Abdellah

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

The electronic absorption spectra of five Schiff bases derived from 2-hydroxy-1-naphthaldehyde with glycine, alanine, leucine, valine and phenylalanine have been measured in various solvents. The observed bands were assigned to the proper electronic transitions and compared with the predicted transitions at the semiempirical level of theory The calcula equilibrium constants are in agreement with the experimental results, predicting the existence of all studied compounds predominantly or completely in keto-imine tautomerism. On the other hand, a correlation between v (cm-1) (main frequency of each compound) and the well known solvent parameters ET (30), ∈r, π* has been made. Furthermore, the acid dissociation constants, pKa, were determined by using three different spectrophotometric methods.

Original languageEnglish
Pages (from-to)850-858
Number of pages9
JournalBulletin of the Korean Chemical Society
Volume31
Issue number4
DOIs
Publication statusPublished - Apr 20 2010
Externally publishedYes

Keywords

  • DFT and PM6 calculations
  • PK values and UV-vis spectra
  • Schiff bases
  • Tautomerism

ASJC Scopus subject areas

  • General Chemistry

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