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Syntheses and Structural Studies of Schiff Bases Involving Hydrogen Bonds

Author(s): Almudena Perona | Dionisia Sanz | Rosa M. Claramunt | José Elguero

Journal: Molecules
ISSN 1420-3049

Volume: 11;
Issue: 6;
Start page: 453;
Date: 2006;
Original page

Keywords: Schiff bases | Tautomerism | Hydrogen bonds | NMR spectroscopy | Density functional calculations.

New Schiff bases have been prepared by reacting 3-hydroxy-4-pyridine- carboxaldehyde with various amines. NMR spectroscopic methods provided clear evidence that the Schiff bases exist in the solid state and in solution as hydroxyimino tautomers with the E-configuration. A study of the stabilities of the tautomeric forms and the different conformers has been carried out using density functional calculations at the B3LYP/6-31G** level.
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