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Tautomeric and conformational isomerism of natural hydroxyanthraquinones

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Abstract

Natural 1,5-di-, 1,4,5-tri-, and 1,4,5,8-tetrahydroxyanthraquinones and their anions and metal complexes were shown to be equilibrium mixtures of tautomers and conformers using quantum-chemical and correlation analysis of elecronic absorption spectra. Solvent effects, ionization, complexation, and the introduction and substitution of substituents were accompanied by shifts of tautomeric and conformational equilibria that determine the color of the compounds.

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Authors and Affiliations

  1. Peoples Friendship University of Russia, 117198, Moscow, ul. Miklukho-Maklaya, 6

    V. Ya. Fain, B. E. Zaitsev & M. A. Ryabov

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  1. V. Ya. Fain
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  2. B. E. Zaitsev
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  3. M. A. Ryabov
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__________

Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 224–229, May–June, 2006.

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Fain, V.Y., Zaitsev, B.E. & Ryabov, M.A. Tautomeric and conformational isomerism of natural hydroxyanthraquinones. Chem Nat Compd 42, 269–276 (2006). https://doi.org/10.1007/s10600-006-0097-3

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  • DOI: https://doi.org/10.1007/s10600-006-0097-3

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