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Tautomerism of the Natural Anthraquinones Physcion and Emodin and Their Analogs

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Abstract

The 9,10–1,10-anthraquinoid tautomer was found to be characteristic of physcion and emodin and their analogs in solutions using spectrophotometric, quantum-chemical, and correlation methods. Ionization of these compounds was accompanied by a shift in tautomeric equilibrium. In alkaline solutions 1,10-anthraquinoid anions with a single α-hydroxy that were stabilized by an intramolecular H-bond were formed. Tautomerism occurred in both the ground and excited states of the molecules.

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Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 411–415, September–October, 2005.

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Fain, V.Y., Zaitsev, B.E. & Ryabov, M.A. Tautomerism of the Natural Anthraquinones Physcion and Emodin and Their Analogs. Chem Nat Compd 41, 501–507 (2005). https://doi.org/10.1007/s10600-005-0193-9

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  • DOI: https://doi.org/10.1007/s10600-005-0193-9

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