Abstract
AbstractThe relative strength of the intramolecular hydrogen bonding (IHB) in the title compounds has been investigated by means of ab initio quantum chemical calculations, UV–Vis spectral study and linear solvation energy relationship analysis (LSER) of the obtained tautomeric constants. It has been found that in acetone (and in all used solvents with substantial proton acceptor abilities) the tautomeric constant in the azonaphthol compound is lower than could be expected. The fact is explained with the breakage of the IHB and the coexistence of closed and open enol tautomers. Copyright © 2008 John Wiley & Sons, Ltd.
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