Sooknoi, Tawan

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Sooknoi, Tawan
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Sooknoi, T.
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tawan.so@kmitl.ac.th

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    Item type:Publication,
    Regioselective alkane oxygenation with H2O2 catalyzed by titanosilicalite TS-1
    (2006-05-01)
    Shul'pin, Georgiy B.
    ;
    Sooknoi, Tawan
    ;
    Romakh, Vladimir B.
    ;
    Süss-Fink, Georg
    ;
    Shul'pina, Lidia S.
    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 CH<inf>2</inf> 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-CH<inf>2</inf>/2-CH<inf>2</inf> 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. © 2006 Elsevier Ltd. All rights reserved.