Oxidation of alkylarene C-H Bonds by tert-butyl hydroperoxide in the presence of cobalt, chromium, and vanadium acetylacetonates

Stepovik, L. P.; Potkina, A. Yu.

doi:10.1134/s1070363213060078

Cited by 10 publications

(11 citation statements)

References 13 publications

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“…1, 2, tert-butylperoxy groups in II, III are in the trans-configuration. The values of the bond distances and bond angles are typical for dialkylperoxides, close to those of di-tertbutylperoxide [15] (Table 4) and practically coincide with those of trans-9,10-dimethyl-9,10-dihydro-9,10di-tert-butylperoxyanthracene [11]. The formation of the bridge structure of endoperoxide results in elongation of the О-О, С-О bonds and in the increase in the bond angles С-О-О.…”

Section: T-buoosupporting

confidence: 59%

“…The process of formation of diperoxides II, III can be represented by the scheme similar to that suggested earlier for 9,10-dimethyl-9,10-dihydro-9,10-di-tertbutylperoxyanthracene [11] and including in the first step the addition of t-BuOO • radical to the system of conjugated bonds [Eq. (4), route a].…”

Section: T-buoohmentioning

confidence: 99%

“…The minimal amount of endoperoxide was detected in the system I-chromium alkoxide. 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)].…”

Section: T-buoomentioning

confidence: 99%

“…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.…”

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confidence: 99%

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

2015

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9-R-Anthracenes (R = Me, Ph) are effective acceptors of peroxyl and metalalkoxyl radicals in the systems tert-butylhydroperoxide-metal tert-butoxide (M = Al, V, Cr; C 6 H 6 , 20°C). Isolation of 9-R-9,10dihydro-9,10-di-tert-butylperoxyanthracenes, 10-R-10-tert-butylperoxy-9-anthrones as major products reliably confirms the formation of tert-butylperoxy radicals and can be used for quantitative assessment of their content.

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Section: T-buoosupporting

confidence: 59%

Section: T-buoohmentioning

confidence: 99%

Section: T-buoomentioning

confidence: 99%

mentioning

confidence: 99%

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

2015

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“…H 2 O 2 , an oxidant widely used in supercritical gasification oxidative reactions, shows considerable efficiency in the oxidation/destruction of biomass . The second oxidant agent (t‐BHP) is typically used in syntheses reactions, epoxidation, and hydrodesulphurization oil, among others, and has not yet been reported in the literature as an oxidant in gasification reactions.…”

Section: Resultsmentioning

confidence: 99%

Supercritical water oxidation of lactose

et al. 2017

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New data on total organic carbon (TOC) reduction and H2 production were obtained by using supercritical water oxidation of lactose with and without oxidant agents (H2O2 and t‐BHP) in a continuous Inconel 625 flow reactor. The oxidation reactions were carried out at 550 and 700 °C, 22.5 MPa, 0.025 g/g (2.5 wt%) lactose concentration, feed flow rate of 5 g · min−1, and a total reaction time of 90 min. The average production of H2 yielded 4.5 mol/mol lactose with TOC reduction of ∼99 %. The results obtained in this study with supercritical water oxidation (SCWO) may be used to generate energy via production of H2 from dairy industry effluents.

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Peroxide intermediates of oxidation processes: Organic trioxides

Khursan

2014

Patai's Chemistry of Functional Groups

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The review discusses the results of studies on the chemistry of organic trioxides ROOOR (R = H or an organic radical) carried out in the past years. The spectral identification, structure, thermal stability and chemical properties of HOOOH, HOOO ⋅ , hydrotrioxides, open‐chain and cyclic trioxides (including fullerene ozonides) are described. The significance of trioxides for biochemistry, environmental chemistry, and organic synthesis is much higher than it was believed previously. The chemical reactions that these compounds undergo resemble those of peroxides. However, the temperature range in which trioxide reactions occur is shifted considerably towards low temperatures. Homolytic decomposition at one of the OO bonds is the most typical reaction of trioxides. Trioxides are liable to induced and catalytic decomposition. Hydrotrioxides demonstrate high oxidative activity. Decomposition of some trioxides is accompanied by efficient generation of singlet oxygen.

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Oxidation of alkylarene C-H Bonds by tert-butyl hydroperoxide in the presence of cobalt, chromium, and vanadium acetylacetonates

Cited by 10 publications

References 13 publications

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

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

Supercritical water oxidation of lactose

Peroxide intermediates of oxidation processes: Organic trioxides

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