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Molecules 2006, 11(6), 453-463; doi:10.3390/11060453
Article

Syntheses and Structural Studies of Schiff Bases Involving Hydrogen Bonds

1,* , 1,* , 1
 and
2
1 Departamento de Química Orgánica y Bio-Orgánica, Facultad de Ciencias, UNED, Senda del Rey 9, E-28040 Madrid, Spain 2 Instituto de Química Médica (CSIC), Centro de Química Orgánica 'Manuel Lora Tamayo', Juan de la Cierva 3, E-28006 Madrid, Spain
* Authors to whom correspondence should be addressed.
Received: 7 June 2006 / Revised: 20 June 2006 / Accepted: 20 June 2006 / Published: 21 June 2006
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Abstract

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.
Keywords: Schiff bases; Tautomerism; Hydrogen bonds; NMR spectroscopy; Density functional calculations. Schiff bases; Tautomerism; Hydrogen bonds; NMR spectroscopy; Density functional calculations.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Perona, A.; Sanz, D.; Claramunt, R.M.; Elguero, J. Syntheses and Structural Studies of Schiff Bases Involving Hydrogen Bonds. Molecules 2006, 11, 453-463.

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