Selectivity in catalytic diol electrooxidation using a polypyridine ru(iv) complex

Navarro, Marcelo; Giovani, Wagner Ferraresi De; Romero, Juan

doi:10.1016/s0040-4020(01)87073-3

Cited by 23 publications

(5 citation statements)

References 9 publications

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“…Furthermore, [(tpy)(bpy)Ru(H 2 O)] 2+ was also applied in the selective oxidation of diols;129 thus, 1,2‐butanediol and 1,3‐butanediol were selectively oxidized to 1‐hydroxybutan‐2‐one and 1‐hydroxybutan‐3‐one, respectively, when the coulomb value corresponding to a two‐electron‐process was applied. The oxidation of 1,4‐butanediol gave γ‐butyrolactone, as the exclusive product, presumably by an initial two‐electron‐oxidation of one hydroxy group to the corresponding aldehyde, followed by intramolecular formation of the hemiacetal and electrochemical oxidation to the lactone (Scheme ).…”

Section: Tri‐n‐oxides and Complexes Of 22′:6′2′′‐terpyridines As Camentioning

confidence: 99%

Catalytic Applications of Terpyridines and their Transition Metal Complexes

2011

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The coordination compounds of the tridentate oligopyridine ligand 2,2′:6′,2′′‐terpyridine (tpy) are utilized in very different fields of research, such as materials science (e.g. photovoltaics), biomedicinal chemistry (e.g. DNA intercalation), and organometallic catalysis. Applications in the latter area have arisen from initial reports on electro‐ or photochemical processes and, today, a broad range of reactions—from artificial photosynthesis (water splitting) to biochemical and organic transformations as well as polymerization reactions—have been catalyzed by terpyridines and their transition metal complexes. In this review, the scope and the limitations of these applications, which emerged particularly in organic and macromolecular chemistry, will be evaluated.

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Section: Tri‐n‐oxides and Complexes Of 22′:6′2′′‐terpyridines As Camentioning

confidence: 99%

Catalytic Applications of Terpyridines and their Transition Metal Complexes

2011

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“…High oxidation state polypyridyl complexes of ruthenium have been largely used as oxidants in indirect electrolysis, owing to their remarkable reactivity and to the fact that they can be prepared by electrochemical oxidations of their corresponding aqua complexes. − Instead of being dissolved in the reaction medium, the catalysts are usually immobilized on electrodes for several reasons. First, the amount of required catalyst is lower for high concentrations at the electrode.…”

Section: Introductionmentioning

confidence: 99%

Stability of [Ru^II(tpy)(bpy)(OH₂)]²⁺-Modified Graphite Electrodes during Indirect Electrolyses

et al. 2005

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The stability of a graphite felt electrode modified by covalent attachment of [Ru(II)(tpy)(bpy)(OH(2))](2+) is investigated during the indirect electrolyses of alcohols in a flow cell. The continuous increase of the local potential of the electrode during the electrolyses attests to its degradation. Cyclic voltammetry analyses of the modified electrode after electrolyses show a total decrease of 80-90% of the wave corresponding to the Ru(III/II) couple. The concentration of remaining alcohol measured at the outlet of the cell is almost constant during all the electrolyses but increase when the potential exceeds 0.95 V(SCE). At low potentials, the electrode can be regenerated by reaction with Ru(II)Cl(2)(DMSO)(tpy) and then CF(3)SO(3)H, followed by hydrolysis, showing that the bipyridine ligand remains covalently attached to the electrode. At high potentials, the graphite is oxidized and the catalyst is partly lost in the reaction medium. XPS analyses of Ru core levels reveal that the ruthenium disappeared after electrolysis, showing that the degradation of the modified electrode is due to the demetalation of the oxidized complex.

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“…The ruthenium-oxo complex [Ru IV (tpy)(bpy)(O)] 2þ (bpy is 2,2 0bipyridine and tpy is 2,2 0 :6 0 ,2 00 -terpyridine) has been widely used in indirect electrolysis as a catalyst for the oxidation of alcohols [1][2][3][4][5] and C-H bonds adjacent to unsaturated bonds. [4][5][6][7] It is prepared by anodic oxidation of [Ru II (tpy)(bpy)(OH 2 )] 2þ in aqueous medium according to the following reactions: 8,9 Ru…”

Section: Introductionmentioning

confidence: 99%

Electrocatalytic activity of a polypyridyl ruthenium-oxo complex covalently attached to a graphite felt electrode

Geneste

Moinet

2004

New J. Chem.

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The complex [Ru IV (tpy)(bpy)(O)] 2þ grafted to a graphite felt electrode shows electrocatalytic activity toward primary and secondary alcohols. Kinetic analyses highlights the contribution of the immobilized catalyst to the oxidation of benzenemethanol to the corresponding aldehyde, whereas the formation of benzoic acid from benzaldehyde is mostly due to a direct oxidation at the graphite electrode. In contrast to the catalyst in solution, the immobilized catalyst exhibits poor activity toward compounds containing C-H bonds adjacent to unsaturated bonds.

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Selectivity in catalytic diol electrooxidation using a polypyridine ru(iv) complex

Cited by 23 publications

References 9 publications

Catalytic Applications of Terpyridines and their Transition Metal Complexes

Catalytic Applications of Terpyridines and their Transition Metal Complexes

Stability of [Ru^II(tpy)(bpy)(OH₂)]²⁺-Modified Graphite Electrodes during Indirect Electrolyses

Electrocatalytic activity of a polypyridyl ruthenium-oxo complex covalently attached to a graphite felt electrode

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Selectivity in catalytic diol electrooxidation using a polypyridine ru(iv) complex

Cited by 23 publications

References 9 publications

Catalytic Applications of Terpyridines and their Transition Metal Complexes

Catalytic Applications of Terpyridines and their Transition Metal Complexes

Stability of [RuII(tpy)(bpy)(OH2)]2+-Modified Graphite Electrodes during Indirect Electrolyses

Electrocatalytic activity of a polypyridyl ruthenium-oxo complex covalently attached to a graphite felt electrode

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Stability of [Ru^II(tpy)(bpy)(OH₂)]²⁺-Modified Graphite Electrodes during Indirect Electrolyses