NMR structural study of the prototropic equilibrium in solution of Schiff bases as model compounds.
作者： David Ortegón-Reyna , Cesar Garcías-Morales , Itzia Padilla-Martínez , Efren García-Báez , Armando Aríza-Castolo
DOI: 10.3390/MOLECULES19010459
关键词:
摘要: An NMR titration method has been used to simultaneously measure the acid dissociation constant (pKa) and intramolecular NHO prototropic ΔKNHO on a set of Schiff bases. The model compounds were synthesized from benzylamine substituted ortho-hydroxyaldehydes, appropriately with electron-donating electron-withdrawing groups modulate acidity hydrogen bond. structure in solution was established by 1H-, 13C- 15N-NMR spectroscopy. physicochemical parameters bond (pKa, ΔΔG°) obtained 1H-NMR data pH measurements. Henderson–Hasselbalch analysis indicated that systems are weakly acidic, predominant equilibrium using Polster–Lachmann δ-diagram Perrin linearization.
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