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Protonation Studies of Schiff Bases Using 13C and 15N-NMR Spectroscopy
Published:
30 November 2006
by MDPI
in The 10th International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
Abstract: 13C and 15N-NMR spectroscopy provides clear evidence that the Schiff bases of 3-hydroxy-4-pyridinecarboxaldehyde exist as a mixture of hydroxyimino and oxoenamino tautomers in acid media. The study of the stabilities of the tautomeric forms has been approached using density functional calculations (B3LYP/6-31G**). The X-ray molecular structure of (E)-4-[(4-bromophenylimino)methyl]-3- hydroxypyridinium tetrafluoroborate has been solved.
Keywords: Schiff bases, Tautomerism, Hydrogen bonds, NMR spectroscopy, Density functional calculations, X-ray
