Scientific article

Rh-Catalyzed Oxidation of Anthracenes with tert-Butyl Hydroperoxide. Kinetic Aspects

Published inHelvetica chimica acta, vol. 68, no. 2, p. 450-455
Publication date1985-03-27
First online date2004-10-25

The polar effects of substituents on reactivity in oxidation of 2-substituted anthracenes with tert-butyl hydroperoxide (TBHP)/Rh(PPh3)3Cl have been investigated and compared with those obtained with TBHP/VO(acac)2 and chromic acid. The anthracene reactivities obtained from competition experiments are correlated with Hammett's σp-constants. The P-values are -2.60 for chromic acid and 0.72 for TBHP/VO(acac)2. A poor correlation with p = −0.17 (r = 0.756) was obtained for TBHP/Rh (PPh3)3Cl. It is concluded that the Rh-catalyzed reaction does not consist in electrophilic oxygen transfer to the anthracene.

Citation (ISO format)
MULLER, Paul, BOBILLIER, Christiane. Rh-Catalyzed Oxidation of Anthracenes with <i>tert</i>-Butyl Hydroperoxide. Kinetic Aspects. In: Helvetica chimica acta, 1985, vol. 68, n° 2, p. 450–455. doi: 10.1002/hlca.19850680218
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Article (Published version)
ISSN of the journal0018-019X

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