Russian Journal of Organic Chemistry

, Volume 49, Issue 5, pp 696–701 | Cite as

Competing tautomeric transformations and the structure of 1-(alkyl,aryl)amino-4-hydroxyanthraquinones

  • V. Ya. Fain
  • B. E. Zaitsev
  • M. A. Ryabov


Keto-enol and amine-imine tautomerism and equilibria with trans-conformers are characteristic of 1-(alkyl,aryl)amino-4-hydroxy-9,10-anthraquinones. Amino forms possess 1,10- and 1,4-, but not 9,10-quinoid structure. Various tautomeric and conformeric transformations are in competition. The outcome of this competition may be studied by the correlation analysis of electron absorption spectra but it would be possible to understand the causes of changes in the direction of the competing transformation only in the case when each action on the substance would be accompanied with establishing the corresponding alterations in its tautomeric composition.


Anthraquinone Intramolecular Hydrogen Bond Tautomeric Equilibrium Tautomeric Transformation Amino Form 
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© Pleiades Publishing, Ltd. 2013

Authors and Affiliations

  1. 1.Russian University of Peoples’ FriendshipMoscowRussia

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