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Synthesis of 18 1-(2-hydroxyphenyl)-3-α- and -β-naphthylpropan-1,3-diones is described. Their  1 H and  13 C NMR spectra were completely and unambiguously assigned using a combination of both homo- and heteronuclear (gs-COSY ),  1 H -detected heteronuclear one-bond (gs-HMQC ) and long-range (gs-HMBC) correlation experiments. Substituent and conformation effects on the tautomeric equilibria were identified and interpreted in terms of steric and electronic contributions.

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Substituent Influences on the Keto-Enol Tautomerism in 1-(2-Hydroxyphenyl)-3-α-and -β-naphthylpropane-1,3-diones Monitored by  1 H and  13 C NMR Spectroscopy