Metal ion-catalyzed oxidative degradation of Orange II by H<sub>2</sub>O<sub>2</sub>. High catalytic activity of simple manganese salts

Ember, Erika; Rothbart, Sabine; Puchta, Ralph; Eldik, Rudi van

doi:10.1039/b813725k

Cited by 123 publications

(96 citation statements)

References 67 publications

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“…In this context, new, efficient, selective, low-cost and easy to prepare Mn-catalysts remain at high demand in the field of oxidation catalysis [8]. So far, catalytic degradation of organic dyes by non-heme Mn II -HCO 3 − catalysts has been reported under mild reaction conditions, e.g., using H 2 O 2 as oxidant [11][12][13][14][15][16]. Rothbart et al investigated the oxidative degradation of Orange II by Mn II -HCO 3 − and peracetic acid [13,14].…”

Section: Introductionmentioning

confidence: 99%

Recycled carbon (RC) materials made functional: An efficient heterogeneous Mn-RC catalyst

Seristatidou

Mavrogiorgou

Konstantinou

et al. 2015

Journal of Molecular Catalysis A: Chemical

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Section: Introductionmentioning

confidence: 99%

Recycled carbon (RC) materials made functional: An efficient heterogeneous Mn-RC catalyst

Seristatidou

Mavrogiorgou

Konstantinou

et al. 2015

Journal of Molecular Catalysis A: Chemical

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“…Recently, a bridged manganese(V) porphyrin dimer was shown to oxidize water into dioxygen, [20] and reversible O-O bond cleavage was observed for a manganese corrole system [21,22], and the design of novel, long-lived manganese(III) complexes, which can be a model of the precursor of the endogenous high-valent peroxo and oxo intermediates, has been published recently [23]. A special emphasis has been focused on manganese species as effective catalysts in the degradation reactions of many organic species [24,25]. In this study, a detailed account of the mechanistic features as well as the kinetic parameters for the oxidative transformation of phenothiazines by manganese(III) is provided.…”

Section: Introductionmentioning

confidence: 99%

A mechanistic study on the disproportionation and oxidative degradation of phenothiazine derivatives by manganese(III) complexes in phosphate acidic media

Wı́sniewska

Rześnicki

Topolski

2011

Transition Met Chem

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The oxidative degradation of phenothiazine derivatives (PTZ) by manganese(III) was studied in the presence of a large excess of manganese(III)-pyrophosphate (P 2 O 7 2-), phosphate (PO 4 3-), and H ? ions using UV-vis. spectroscopy. The first irreversible step is a fast reaction between phenothiazine and manganese pyrophosphate leading to the complete conversion to a stable phenothiazine radical. In the second step, the cation radical is oxidized by manganese to a dication, which subsequently hydrolyzes to phenothiazine 5-oxide. The reaction rate is controlled by the coordination and stability of manganese(III) ion influenced by the reduction potential of these ions and their strong ability to oxidize many reducing agents. The cation radical might also be transformed to the final product in another competing reaction. The final product, phenothiazine 5-oxide, is also formed via a disproportionation reaction. The kinetics of the second step of the oxidative degradation could be studied in acidic phosphate media due to the large difference in the rates of the first and further processes. Linear dependences of the pseudo-first-order rate constants (k obs ) on [Mn III ] with a significant non-zero intercept were established for the degradation of phenothiazine radicals. The rate is dependent on [H ? ] and independent of [PTZ] within the excess concentration range of the manganese(III) complexes used in the isolation method. The kinetics of the disproportionation of the phenothiazine radical have been studied independently from the further oxidative degradation process in acidic sulphate media.

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“…It could be a manganyl species containing fragment Mn=O. High-valent metal-oxo species of such type have been previously proposed for various oxidation processes with the participation of manganese complexes [18,73,80,[102][103][104][105][106][107][108] including Mn-TACN derivatives [109][110][111][112]. In some works, the role of catalytically active bis(l-carboxylato)-Mn 2 III complex has been demonstrated [113].…”

Section: Resultsmentioning

confidence: 98%

Oxidation of Reactive Alcohols with Hydrogen Peroxide Catalyzed by Manganese Complexes

et al. 2010

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Two manganese-containing catalysts have been employed in the oxidation with hydrogen peroxide of two reactive alcohols (1-phenylethanol and glycerol): soluble catalyst [LMn(l-O) 3 MnL](PF 6 ) 2 (1a) and heterogenized catalyst [LMn(l-O) 3 MnL] 2 [SiW 12 O 40 ] (1b) (L is 1 ,4,4, TMTACN). Oxidation of 1-phenylethanol catalyzed by 1a in acetonitrile solution proceeds at room temperature in the presence of a small amount of oxalic acid; the turnover number attains 15,000 after 3 h. It has been proposed on the basis of the kinetic study that an oxidizing species is a manganyl species containing fragment ''Mn=O'' rather that hydroxyl radical. This species reacts competitively with the alcohol, acetonitrile and hydrogen peroxide. In the case of 1b dependences of the initial rates of acetophenone accumulation on concentration of the alcohol and amount of 1b have plateau. Both homogeneous and heterogeneous catalysts are efficient in the oxidation of glycerol to produce dihydroxyacetone (DHA) as the main product. The oxidation catalyzed by 1a is one of the first examples of the glycerol oxidation by a catalytic homogeneous system. The yield of valuable products attained 45%. The oxidation of DHA in the absence of glycerol afforded mainly glycolic acid in yield 60% based on the starting DHA. The oxidation on 1b represents the first example of the glycerol transformation catalyzed by a heterogenized metal complex. Under certain conditions yields of products of deeper oxidation (glyceric, glycolic and hydroxypyruvic acids) are somewhat higher than the yield of dihydroxyacetone. Special experiments demonstrated that no leaching of active species occurs from catalyst 1b to the solution and that this catalyst can be re-used at least four times without substantial loss of activity.

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Metal ion-catalyzed oxidative degradation of Orange II by H₂O₂. High catalytic activity of simple manganese salts

Cited by 123 publications

References 67 publications

Recycled carbon (RC) materials made functional: An efficient heterogeneous Mn-RC catalyst

Recycled carbon (RC) materials made functional: An efficient heterogeneous Mn-RC catalyst

A mechanistic study on the disproportionation and oxidative degradation of phenothiazine derivatives by manganese(III) complexes in phosphate acidic media

Oxidation of Reactive Alcohols with Hydrogen Peroxide Catalyzed by Manganese Complexes

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Metal ion-catalyzed oxidative degradation of Orange II by H2O2. High catalytic activity of simple manganese salts

Cited by 123 publications

References 67 publications

Recycled carbon (RC) materials made functional: An efficient heterogeneous Mn-RC catalyst

Recycled carbon (RC) materials made functional: An efficient heterogeneous Mn-RC catalyst

A mechanistic study on the disproportionation and oxidative degradation of phenothiazine derivatives by manganese(III) complexes in phosphate acidic media

Oxidation of Reactive Alcohols with Hydrogen Peroxide Catalyzed by Manganese Complexes

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Metal ion-catalyzed oxidative degradation of Orange II by H₂O₂. High catalytic activity of simple manganese salts