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A trick of the Mallory reaction of 2,3-diaryl-substituted naphthoquinones: a primary photoproduct as a reductant Научная публикация

Журнал Journal of Photochemistry and Photobiology A: Chemistry
ISSN: 1010-6030 , E-ISSN: 1873-2666
Вых. Данные Год: 2026, Том: 477, Номер статьи : 117113, Страниц : 5 DOI: 10.1016/j.jphotochem.2026.117113
Ключевые слова Naphthoquinone; Diarylethene; Mallory reaction; Photocyclization; Reduction
Авторы Sergeeva Ekaterina S. 1,2 , Migulin Vasily A. 2 , Ushakov Igor A. 1 , Faizdrakhmanova Anna A. 1,3 , Antsiferov Evgenii A. 3 , Lvov Andrey G. 1,3
Организации
1 A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St., Irkutsk 664033, Russia
2 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47, Leninsky prospect, Moscow, Russia
3 Irkutsk National Research Technical University, 83, Lermontov St., Irkutsk 664074, Russia

Реферат: The oxidative photocyclization of 1,2-diarylethenes to phenanthrenes or their isoelectronic analogues (Mallory reaction) has been tested on a wide range of substrates; however, 1,4-naphthoquinone derivatives have not previously been involved in this reaction. In this work, the photoactivity of various symmetric 2,3-di(het)arylsubstituted naphthoquinones was probed for the first time. It was found that thiophene derivatives are photoactive and demonstrate the formation of Mallory products upon irradiation in an oxygen environment. Photolysis of these naphthoquinones in an inert atmosphere revealed the occurrence of a redox process leading to the formation of naphthalene-1,4-diol paired with the Mallory product.
Библиографическая ссылка: Sergeeva E.S. , Migulin V.A. , Ushakov I.A. , Faizdrakhmanova A.A. , Antsiferov E.A. , Lvov A.G.
A trick of the Mallory reaction of 2,3-diaryl-substituted naphthoquinones: a primary photoproduct as a reductant
Journal of Photochemistry and Photobiology A: Chemistry. 2026. V.477. 117113 :1-5. DOI: 10.1016/j.jphotochem.2026.117113 Scopus OpenAlex
Даты:
Поступила в редакцию: 16 окт. 2025 г.
Принята к публикации: 11 февр. 2026 г.
Опубликована online: 14 февр. 2026 г.
Идентификаторы БД:
Scopus: 2-s2.0-105030882131
OpenAlex: W7128913160
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