Direct Homolytic Oxidation by Metal Complexes

Sheldon, Roger A.

doi:10.1016/b978-0-12-639380-4.50011-7

Cited by 90 publications

(124 citation statements)

References 124 publications

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“…[9] [8] In our study, to prevent the incursion of radical oxidation pathways, likely occurring when peroxidic oxidants are used with transition metal catalysts, a heteroaromatic N-oxide was chosen as oxygen donor. [1,11] Furthermore, 2,6-dichloropyridine N-oxide is simply generated by reaction of the parent pyridine with hydrogen peroxide in acidic media, thus a global catalytic process may be envisaged where the pyridine by-product is recycled and the primary oxidant is ultimately H 2 O 2 . [12] The hydroxylation of aliphatic hydrocarbons is certainly one of the most interesting oxidations from both a synthetic and mechanistic point of view.…”

mentioning

confidence: 99%

“…[12] The hydroxylation of aliphatic hydrocarbons is certainly one of the most interesting oxidations from both a synthetic and mechanistic point of view. [11] A typical substrate widely used for studying these oxidative processes is adamantane (AdH). Owing to its peculiar nature it is a very useful probe to evaluate both the efficiency of a catalytic system and its selectivity on the basis of the product distribution.…”

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confidence: 99%

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Adamantane Selective Hydroxylation by 2,6-Dichloropyridine N-Oxide and Organoruthenium(II) Polyoxometalates as Catalyst Precursors

Bonchio¹,

Scorrano²,

Toniolo³

et al. 2002

Advanced Synthesis & Catalysis

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Organoruthenium polyoxometalates with general formula [{Ru(C6Me6)}3M5O18], M  Mo, W, serve as catalyst precursors, together with 2,6‐dichloropyridine N‐oxide, to effect the hydroxylation of adamantane with conversion up to 94%, and C3‐H/C2‐H selectivity >100. Under analogous conditions, hydroxylation of cis‐decalin occurred with complete stereoretention. Control experiments and kinetic evidence suggest the in‐situ formation of a high valent Ru‐oxo species as the competent oxidant.

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confidence: 99%

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confidence: 99%

Adamantane Selective Hydroxylation by 2,6-Dichloropyridine N-Oxide and Organoruthenium(II) Polyoxometalates as Catalyst Precursors

Bonchio¹,

Scorrano²,

Toniolo³

et al. 2002

Advanced Synthesis & Catalysis

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“…The only products formed were acetophenone and 1-phenylethanol. The salen–type complexes of cobalt(II) have been known for a long time as dioxygen activators [ 10 , 14 , 15 , 16 , 17 , 18 ].…”

Section: Resultsmentioning

confidence: 99%

“…The most commonly utilized axial base in cobalt salen–type catalytic oxidation systems is pyridine [ 10 , 20 ]. Co(salen) and similar compounds react reversibly with oxygen to give an equilibrium mixture of a superoxo complex (Co:O 2 ratio 1:1 ) and a dimeric peroxo complex (Co:O 2 ratio 2:1) [ 10 , 14 , 21 ]. The formation of these species (superoxo or μ-peroxo) depends on the reaction conditions [ 17 , 22 ].…”

Section: Resultsmentioning

confidence: 99%

Syntheses, Characterization and Study of the Use of Cobalt (II) Schiff–Base Complexes as Catalysts for the Oxidation of Styrene by Molecular Oxygen

Khandar

Nejati²,

Rezvani

2005

Molecules

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Schiff-Base complexes of bis-5-phenylazosalicylaldehyde ethylenediimine and bis-5-phenylazosalicylaldehyde-O-phenylenediimine ligands with Co(II) (I and II) have been synthesized and characterized by their IR spectra and elemental analyses. These complexes catalyze the oxidation of styrene in the presence of dioxygen and excess pyridine. The effect of the reaction conditions on the oxidation of styrene was studied by varying solvent, nature and amount of the catalyst and substrate. The catalytic behavior of the studied complexes was shown to be dependent on the conditions applied. In all reactions, acetophenone and 1- phenylethanol were the only observed products.

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“…Partial oxidation of cyclohexanol to cyclohexanone is an industrially important reaction extensively used for the production of drugs, vitamins and fragrances [34,35] (Scheme 3). Few heterogeneous catalytic methods have been developed for the oxidation of cyclohexanol [22,36].…”

Section: Oxidation Of Cyclohexanolmentioning

confidence: 99%

Zeolite encapsulated Ru(III), Cu(II) and Zn(II) complexes of benzimidazole as reusable catalysts for the oxidation of organic substrates

Bhagya

Gayathri

2013

J Porous Mater

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Ru(III), Cu(II) and Zn(II) complexes of benzimidazole (BzlH) have been synthesized in the supercages of zeolite-Y by the flexible ligand method and were characterized by spectroscopic (IR, UV-Vis and ESR) studies, XRD and thermogravimetric analysis, surface area, and pore volume measurements. The zeolite encapsulated complexes catalyzed the oxidation of ethylbenzene, benzoin, and cyclohexanol. Various parameters, such as concentration of oxidant and catalyst, reaction time, temperature of the reaction and type of solvents have been optimized to obtain the maximum transformation of ethylbenzene to a mixture of acetophenone, benzaldehyde and styrene. Under the optimized reaction conditions, [Ru(BzlH)]-Y gave 80.4 % conversion of ethylbenzene in 1 h. All these zeolite encapsulated complexes were more selective towards acetophenone formation. Oxidation of benzoin catalyzed by [Cu(BzlH)]-Y, [Ru(BzlH)]-Y and [Zn(BzlH)]-Y encapsulated complexes resulted in 75.5, 78.7 and 59.9 % conversion respectively to give benzaldehyde as exclusive product. A maximum conversion of 39.1 % cyclohexanol with [Cu(BzlH)]-Y was achieved to give cyclohexanone. The activity of neat complexes towards these reactions was also carried out. The encapsulated catalysts were significantly more active than neat complexes and recyclable without much loss in catalytic activity.

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Direct Homolytic Oxidation by Metal Complexes

Cited by 90 publications

References 124 publications

Adamantane Selective Hydroxylation by 2,6-Dichloropyridine N-Oxide and Organoruthenium(II) Polyoxometalates as Catalyst Precursors

Adamantane Selective Hydroxylation by 2,6-Dichloropyridine N-Oxide and Organoruthenium(II) Polyoxometalates as Catalyst Precursors

Syntheses, Characterization and Study of the Use of Cobalt (II) Schiff–Base Complexes as Catalysts for the Oxidation of Styrene by Molecular Oxygen

Zeolite encapsulated Ru(III), Cu(II) and Zn(II) complexes of benzimidazole as reusable catalysts for the oxidation of organic substrates

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