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Regioselective alkane oxygenation with H2O2 catalyzed by titanosilicalite TS-1статья
- Авторы: Shul’pin Georgiy B., Sooknoi Tawan, Romakh Vladimir B., Süss-Fink Georg, Shul’pina Lidia S.
- Журнал: Tetrahedron Letters
- Том: 47
- Номер: 18
- Год издания: 2006
- Издательство: Elsevier BV
- Местоположение издательства: Netherlands
- Первая страница: 3071
- Последняя страница: 3075
- DOI: 10.1016/j.tetlet.2006.03.009
- Аннотация: Titanosilicalite TS-1 catalyses oxidation of light (methane, ethane, propane and n-butane) and normal higher (hexane, heptane, octane and nonane) alkanes to give the corresponding isomeric alcohols and ketones. The oxidation of higher alkanes proceeds in many cases with a unique regioselectivity. Thus, in the reaction with n-heptane the CH2 groups in position 3 exhibited a reactivity 2.5 times higher than those of the other methylene groups. This selectivity can be enhanced if hexan-3-ol is added to the reaction mixture, the 3-CH2/2-CH2 ratio becoming 10. It is assumed that the unusual selectivity in the oxidation of n-heptane (and other higher alkanes) is due to steric hindrance in the catalyst cavity. As a result, the catalytically active species situated on the catalyst walls can only easily react with certain methylenes of the alkane, which is adsorbed in the cavity taking U-shape (hairpin) conformations.
- Добавил в систему: Астахов Григорий Сергеевич