Rh-Catalyzed Oxidation of Anthracenes with <i>tert</i>-Butyl Hydroperoxide. Kinetic Aspects

Muller, Paul; Bobillier, Christiane

doi:10.1002/hlca.19850680218

Scientific article

English

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

ContributorsMuller, Paul; Bobillier, Christiane

Published inHelvetica chimica acta, vol. 68, no. 2, p. 450-455

Publication date1985-03-27

First online date2004-10-25

Abstract

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 σ_p-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.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

MULLER, Paul, BOBILLIER, Christiane. Rh-Catalyzed Oxidation of Anthracenes with tert-Butyl Hydroperoxide. Kinetic Aspects. In: Helvetica chimica acta, 1985, vol. 68, n° 2, p. 450–455. doi: 10.1002/hlca.19850680218

Article (Published version)

Identifiers

PID : unige:167582
DOI : 10.1002/hlca.19850680218

Additional URL for this publicationhttps://onlinelibrary.wiley.com/doi/10.1002/hlca.19850680218

Journal ISSN0018-019X

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

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