Anthraquinones tautomerism: VII. Hydroxy-substituted anthraquinones

被引：8

作者：

Fain, V. Ya. ^{[1
]}

Zaitsev, B. E. ^{[1
]}

Ryabov, M. A. ^{[1
]}

机构：

[1] Russian Univ Peoples Friendship, Moscow 127349, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 43卷 / 10期

关键词：

Quinone; Hydroxy Group; Anthraquinone; Electron Absorption Spectrum; Dihydroxy;

D O I：

10.1134/S1070428007100089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tautomerism of beta-mono-, beta, beta'- dihydroxyanthraquinones, and their anions was studied for the first time by quantum-chemical and correlation methods. 2-Hydroxyanthraquinone exists exclusively in 9,10-quinoid form, and its ionization involves a tautomeric transformation into 10-oxido-2,9-anthraquinone. beta,beta'- Dihydroxyanthraquinones can exist as the corresponding 9,10-, 2,9-, 2,6-, and 2,3-quinoid tautomers, and the most characteristic forms of their anions are 2,9- quinoid structures. The considerable difference in the known spectra of the same compound is due to the shifts of the tautomeric equilibria.

引用

页码：1460 / 1465

页数：6

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