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  • Title: Synthesis, spectral studies of salicylidine-pyridines: crystal and molecular structure of 2-[(1E)-2-aza-2-(5-methyl(2-pyridyl)ethenyl)]-4-bromobenzen-1-ol.
    Author: Dal H, Süzen Y, Sahin E.
    Journal: Spectrochim Acta A Mol Biomol Spectrosc; 2007 Jul; 67(3-4):808-14. PubMed ID: 17046319.
    Abstract:
    Schiff bases derived from different meta-substituted salicylaldehyde and 5-methylaminopyridine have been synthesized and characterized by elemental analysis, FT-IR, NMR and UV-vis techniques. NMR assignments were made using (1)H, (13)C NMR and aided by 2D HETCOR and HMBC heteronuclear correlation techniques. The UV-vis spectra of the compounds were found useful in understanding the existence of tautomeric equilibria [phenol-imine (O-H...N) and keto-amine (O...H-N) forms] in polar and non-polar solvents. In order to rationalize the stabilization of tautomer in solid state, X-ray structure of 2-[(1E)-2-aza-2-(5-methyl(2-pyridyl)ethenyl)]-4-bromobenzen-1-ol (6) was determined. According to our crystallographic result, it has enol-imine tautomeric form.
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