Oxidizing properties of the tert-butyl hydroperoxide-tetra-tert-butoxychromium system

Interaction of 9-substituted anthracenes with oxidation systems tert-butylhydroperoxide-metal tert-butoxide

“…The formation of peroxide VIII is indicative of the presence in the systems of either the singlet oxygen or metal-containing trioxides [M]OOOBu-t [1,3,11] [Eq. (6)]. No endoperoxide similar to VIII was found in the reactions of the oxidation systems with 9phenylanthracene.…”

“…Tri-tert-butoxychromyl was identified in the volatile reaction products by the bands 250 and 371 nm in the electron absorption spectrum of the benzene solution [6].…”

“…Interaction of tert-butylhydroperoxide I with tertbutoxides of aluminum, titanium, zirconium, vanadium, chromium includes the stages of formation of metal-containing peroxides and trioxides [1][2][3][4][5][6]. The main product of decomposition of the latters is oxygen, partly in the singlet state.…”

“…Derivatives of this type were obtained in the reactions of radicals ROO • with some aromatic amines [7] and sterically hindered phenols [2,[8][9][10]. The reaction of hydroperoxide I with 9,10-dimethylanthracene in the presence of alkoxyderivatives of transition metals (acetylacetonates of cobalt, chromium, vanadium, tetra-tert-butoxychromium) is described [6,11]. As the main products, 9,10-dimethyl-9,10-dihydro-9,10-di-tert-butylperoxyanthracene, 10-methyl-10-tert-butylperoxy-9-anthrone and 9,10-dimethyl-9,10-epidioxyanthracene were isolated.…”

“…The latter can be formed either by the homolysis of trioxides [Eq. (1), route b] [1][2][3][4][5][6] or by the reaction of I with alkoxy radicals [Eq. (3)].…”