Phosphomolybdovanadic Acid Catalyzed Oxidation of 2,6-Dimethylphenol into Para-Quinone in a Biphasic System
Научная публикация
Общее |
Язык:
Английский,
Жанр:
Статья (Full article),
Статус опубликования:
Опубликована,
Оригинальность:
Оригинальная
|
Журнал |
Reaction Kinetics, Mechanisms and Catalysis
ISSN: 1878-5190
, E-ISSN: 1878-5204
|
Вых. Данные |
Год: 2018,
Том: 124,
Номер: 2,
Страницы: 469-485
Страниц
: 17
DOI:
10.1007/s11144-018-1367-3
|
Ключевые слова |
Benzoquinones, Biphasic system, Heteropoly acids, Homogeneous catalysis, Selective oxidation |
Авторы |
Rodikova Yulia A.
1
,
Zhizhina Elena G.
1
,
Pai Zinaida P.
1
|
Организации |
1 |
Department of Fine Organic Synthesis and Renewable Energy Sources, Boreskov Institute of Catalysis of the Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
|
|
Информация о финансировании (1)
1
|
Федеральное агентство научных организаций России
|
0303-2016-0008
|
In this paper, we disclose the results of our extended investigations on the reactivity of modified-type vanadium-containing heteropoly acids (Formula presented.) (HPA-x′) towards the oxidation of 2,6-dimethylphenol (2,6-Me2P). This reaction is of great value as an effective way to the corresponding 2,6-dimethyl-1,4-benzoquinone (2,6-Me2BQ), practically avoiding the formation of diphenoquinone, which is interesting from the standpoint of its potential application as a sensitizer and ‘platform molecule’. The overall process is based on two reactions: the oxidation of 2,6-Me2P by (Formula presented.) and the oxidation of reduced VIV-HPA ↔ VIVO2+ by dioxygen to the initial state. Special attention was given to the former process with regard to the influence of the reaction parameters on the product distribution. The desired quinone was efficiently synthesized in good yield (95%) at total substrate conversion, carrying out the oxidation in a biphasic water–trichloroethene system at 70 °C under nitrogen atmosphere in the presence of HPA-10′ solution (H17P3Mo16V10O89). The increase in vanadium content favored the selectivity of 2,6-Me2BQ due to faster electron transfer. The multicycle tests of catalyst showed its stability to V2O5·nH2O deposition.