Enol-imino–Keto-enamine Tautomerism in a Diazepine Derivative: How Decisive Are the Intermolecular Interactions in the Equilibrium?

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Tautomerism of isoguanosine and solvent-induced keto-enol equilibrium.

Ultraviolet and infrared absorption spectroscopy, in aqueous and non-aqueous media, have been employed to study the tautomerism of 9-substituted isoguanines, including the nucleoside isoguanosine. With the aid of a series of model compounds, it was shown that 9-substituted isoguanines, and isoguanosine, in aqueous medium are predominantly in the form N (1) H, 2-keto-6-amino. In dioxane solution...

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ژورنال

عنوان ژورنال: The Journal of Organic Chemistry

سال: 2019

ISSN: 0022-3263,1520-6904

DOI: 10.1021/acs.joc.9b01533