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Alkane oxidation by the H2O2–NaVO3–H2SO4 system in acetonitrile and waterстатья
Статья опубликована в высокорейтинговом журнале
Статья опубликована в журнале из списка Web of Science и/или Scopus- Авторы: Shul'pina Lidia S., Kirillova Marina V., Pombeiro Armando J.L., Shul'pin Georgiy B.
- Журнал: Tetrahedron
- Том: 65
- Номер: 12
- Год издания: 2009
- Издательство: Pergamon Press Ltd.
- Местоположение издательства: United Kingdom
- Первая страница: 2424
- Последняя страница: 2429
- DOI: 10.1016/j.tet.2009.01.088
- Аннотация: A simple system is described, which oxidizes saturated hydrocarbons either in acetonitrile or (less efficiently) in water. The system consists of 50% aqueous hydrogen peroxide as an oxidant, sodium metavanadate, NaVO3, as a catalyst and sulfuric (or oxalic) acid as a co-catalyst. The reactions were carried out at 20–50 °C. In the oxidation of cyclohexane in acetonitrile, the highest yield (37% based on cyclohexane) and turnover number (TON=1700) were attained after 3 h at 50 °C. The corresponding parameters were 16% and 1090 for n-heptane oxidation under the same conditions. The oxidation of higher alkanes, RH, in acetonitrile gives almost exclusively the corresponding alkyl hydroperoxides, ROOH. Light alkanes (n-butane, propane, ethane, and methane) have been also oxygenated by the system under consideration. The highest TON (200) was attained for ethane and the highest yield (19%) was obtained in the case of n-butane. The selectivity parameters measured for the oxidation of linear and branched alkanes are low, the reaction with cis- and trans-1,2-dimethylcyclohexanes is not stereoselective. These facts lead us to conclude that the oxidation occurs with the formation of hydroxyl radicals in the crucial step.
- Добавил в систему: Астахов Григорий Сергеевич