An integrated approach to the study of the tautomerism of 4-(phenylimino)methyl)naphthalene-l-ol

F.S. Kamounah, L. Antonov, V. Petrov, G. van der Zwan

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

The aim of the current report is to shed light on the tautomerism of 4-((Phenylimino)methyl) naphthalene-l-ol in solution, which was studied by UV-Vis spectroscopy and quantum chemical calculations. It was found that this compound does not have the typical tautomeric behavior of its analog 4-Phenylazo-naphthalen-l-ol. The complicated equilibrium between the enol- and keto-like forms and two kinds of dimers that can exist in solution, is strongly dependent on the proton acceptor/donor abilities of the solvent. Using advanced data treatment quantitative information about the tautomeric and dimeric equilibrium constants was obtained. Copyright © 2007 John Wiley & Sons, Ltd.
Original languageEnglish
Pages (from-to)313-320
JournalJournal of Physical Organic Chemistry
Volume20
DOIs
Publication statusPublished - 2007

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