In: Journal of Molecular Liquids, 2019, vol. 283, p. 242–248
The title compound potentially can exist as four isomers in solution. Recently Lycka has proposed a protocol for distinguishing two of them based on 15N NMR. This approach has been confirmed theoretically, in the current study, and further developed into a logical scheme that allows the existence of each of the isomers to be proven in solution. The experimental data, obtained by NMR and...
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In: Dyes and Pigments, 2018, vol. 156, p. 91-99
A series of aryl azo derivatives of naphthols (1–3) were studied by means of UV–Vis and NMR spectroscopy in different solvents as well as by quantum chemical calculations and X-ray analysis. Previous studies have shown that Sudan I (1) exists as a tautomeric mixture. The effect of the solvents is minimized by the existing intramolecular hydrogen bond. Therefore, the influence on the...
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In: Physical Chemistry Chemical Physics, 2015, vol. 17, no. 15, p. 10238–10249
A series of naphthaldehydes, including a Mannich base, have been investigated by UV-Vis spectroscopy, NMR and theoretical methods to explore their potential tautomerism. In the case of 4-hydroxy-1-naphthaldehyde concentration dependent deprotonation has been detected in methanol and acetonitrile. For 4-hydroxy-3-(piperidin-1-ylmethyl)-1-naphthaldehyde (a Mannich base) an intramolecular proton...
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In: Dyes and Pigments, 2009, vol. 83, no. 1, p. 121-126
The solid state tautomerism of 2-((phenylimino)methyl)naphthalene-1-ol was studied using X-ray measurements and absorption spectroscopy. In the solid state, the keto tautomer predominates. The observed shift in the equilibrium from the enol (dilute solution) to the keto (solid state) forms is explained by the formation of dye aggregates using ab initio quantum chemical calculations.
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