4.1 Article

Chemistry of naphthazarin derivatives 9. Direct observation of prototropic tautomerism of (poly)hydroxynaphthazarins by IR spectroscopy

Journal

RUSSIAN CHEMICAL BULLETIN
Volume 52, Issue 1, Pages 198-207

Publisher

CONSULTANTS BUREAU
DOI: 10.1023/A:1022425121552

Keywords

naphthazarin; 5,8-dihydroxy-1,4-naphthoquinone naphthopurpurin; hydroxydroseron; 3(6)-ethyl-2-hydroxynaphthazarin; cristazarin; aureoquinone; (poly)hydroxynaphthazarins; prototropic tautomerism; IR spectroscopy in solutions

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A series of substituted (poly)hydroxylated naphthazarins (5.8-dihydroxy-1,4-naphthoquinones) were synthesized. In general, (poly) hydroxynaphthazarins exist in organic aprotic solvents as mixtures of tautomeric 1,4-naphthoquinonoid forms (IR data). The ratio of tautomers was determined for the first time. The effects of the nature of substituents and the solvent polarity on the tautomeric equilibrium were qualitatively estimated,

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