Tautomerism of the natural 1,8-dihydroxy-9,10-anthraquinones chrysophanol, aloe-emodin, and rhein

Existence of chrysophanol, aloe-emodin, and rhein in solutions as primarily the 9,10-anthraquinoid forms was established by quantum-chemical and correlation methods. However, the 1,10-anthraquinoid tautomers are observed in certain media. As a rule, these compounds in alkaline solutions form 1,10-anthraquinoid anions that are stabilized by intramolecular H-bonds and have a single α-hydroxy group. Tautomers exist in both the ground and excited states of the molecule. Quantitative rules that control changes in the ionization and tautomerization parameters of chrysophanol were found. ©2005 Springer Science + Business Media, Inc.

Авторы
Номер выпуска
2
Язык
Английский
Страницы
146-152
Статус
Опубликовано
Том
41
Год
2005
Организации
  • 1 Russian University of Peoples Friendship, ul. Miklukho-Maklaya, 6, 117198, Moscow, Russian Federation
Ключевые слова
Aloe-emodin; Chrysazine; Chrysophanol; Correlation analysis; Ionization of 1,8-dihydroxyanthraquinones; Quantum-chemical calculation; Rhein; Tautomerism
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/3505/