Metallic and bimetallic Cu/Pt species supported on carbon surfaces by means of substituted phenyl groups

Vilà, Neus; Brussel, Maarten Van; D’Amours, Mathieu; Marwan, Jan; Buess‐Herman, C.; Bélanger, Daniel

doi:10.1016/j.jelechem.2007.06.026

Cited by 30 publications

(16 citation statements)

References 50 publications

(53 reference statements)

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“…It is also similar to the value of 9.5 Â 10 À10 mol cm À2 obtained by Belanger and co-worker on carbon paper modified with 4-sulfophenyl. In their study, the diazonium salt was generated in solution, from the corresponding aniline, and deposited directly onto the surface in the one pot (the so-called in situ method) [44].…”

Section: à2mentioning

confidence: 99%

A Comparative Study of Modifying Gold and Carbon Electrode with 4‐Sulfophenyl Diazonium Salt

et al. 2010

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A comparison of the reductive adsorption behavior of 4-sulfophenyl diazonium salt and subsequent electrochemical reactivity on gold relative to carbon was studied with some significant differences observed. The ability of the 4-sulfophenyl layer adsorbed onto gold to block access of the redox probe ferricyanide to the underlying electrodes, as determined via cyclic voltammetry was inferior to the same layers formed on glassy carbon electrodes thus indicating a more open, porous layer formed on gold. More significantly, the 4-sulfophenyl layers are shown to be far less electrochemically stable on gold than on glassy carbon. Electrochemical and X-ray photoelectron spectroscopy (XPS) evidence suggests the instability is due to cleavage of the bond between sulfonate functional group and phenyl ring. These results provide further evidence that although aryl diazonium salt layers are relatively stable on gold surfaces compared with alkanethiol based self-assembled monolayer (SAMs), the stability is not as high as is observed on carbon.

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Section: à2mentioning

confidence: 99%

A Comparative Study of Modifying Gold and Carbon Electrode with 4‐Sulfophenyl Diazonium Salt

et al. 2010

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“…Very recently, it has been shown that copper(II) cations can be supported on carbon surfaces through electrostatic interactions with previously grafted phenylsulfonate groups [20]. Another example concerns the fabrication of mono-and -multilayer films of polyoxometalates also based on electrostatic attraction with covalently grafted 4-aminobenzoic acid.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical attachment of a conjugated amino–ferrocifen complex onto carbon and metal surfaces

Buriez

Labbé

Pigeon

et al. 2008

Journal of Electroanalytical Chemistry

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a b s t r a c tThe attachment of a p-conjugated amino-ferrocifen complex was electrochemically achieved either by direct oxidation of the amino group or via the oxidation of the ferrocene moiety. In the first case, the modification consists in oxidizing, at +0.70 V/SCE, the amino moiety to its radical cation, which upon deprotonation from the amino group, yields an aminyl radical that may add onto the electrode surface. Alternatively, it is demonstrated that the amine moiety can be indirectly oxidized through an intramolecular electron transfer from the amino moiety to the ferrocenyl group after oxidation of the ferrocene part at +0.40 V. This can occur thanks to the conjugated p system of the complex. More importantly, it is demonstrated that the covalent attachment of the complex can be achieved on glassy carbon, gold, and platinum surfaces whatever the approach used. The possible mechanisms for the covalent attachment are discussed. Interestingly, it is also shown that the amino-ferrocene compound adsorbs very well likely via p stacking between grafted and non-grafted molecules. Nevertheless, the adsorbed molecules could be easily removed after passing the electrode in an ultrasonic bath. The electrode coverage was determined under various conditions by integration of the corresponding voltammograms.

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“…However, a number of disadvantages arising from the low strength of the interaction between the thiol and the substrates, such as thermal instability, structures changes over time and limited potential window (typically −0.8 to +0.8 V versus Ag/AgCl), justified the growing interest in alternative processes likely to overcome some of the mentioned drawbacks. Later on, several methods have been developed for surface modification by covalent bonding (mainly by electrografting via the electrochemical reduction of aryl diazonium salts, or the electrochemical oxidation of alkyl amines, for instance). Among them, the electrochemical reduction of aryl diazonium salts, firstly reported by Pinson and co‐workers, has been extensively used to prepare modified electrodes.…”

Section: Introductionmentioning

confidence: 99%

“…Such electrografting method is based on the electrochemical generation of highly reactive aryl radicals (concerted with the loss of N 2 ), which can bind the electrode surface resulting in the formation of an organic layer covalently attached to the substrate. The method can be applied to bind various organo‐functional groups to a wide range of substrates such as carbon, silicon and metal surfaces ,. In many cases, however, the high reactivity of the aryl radicals can lead to the formation of multilayers, which can limit or even prevent electrochemical reactions due to the insulating character of the coatings, requiring a careful control of the compacting degree of the organic layer.…”

Section: Introductionmentioning

confidence: 99%

Molecular and Biological Catalysts Coimmobilization on Electrode by Combining Diazonium Electrografting and Sequential Click Chemistry

et al. 2018

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A generic approach has been developed for sequential heterogeneous surface modification of electrodes. The strategy, which is applicable for a wide range of functional groups, involves two main steps. In the first one, azide‐alkene bifunctionalized electrodes are obtained by electrochemical reduction of a mixture of diazonium salts generated in situ from the corresponding 4‐azidoaniline and 4‐vinylaniline. In that way, we provide reactive sites that are available for further selective functionalization in a sequential process based on ‘click reactions’, in which subsequent immobilization of the targeted molecules is achieved by the azide‐alkyne cycloaddition Huisgen reaction and alkene‐thiol coupling. Feasibility of the method has been first demonstrated for the coimmobilization of two distinct redox moieties (cobaltocenium and ferrocene) as evidenced by cyclic voltammetry and X‐ray photoelectron spectroscopy measurements. The versatility of the sequential method has then been exploited for the coimmobilization of a molecular electrocatalyst [Cp*Rh(bpy) Cl]+ and a biological catalyst, a NAD‐dependent dehydrogenase, that were proved to act in cascade in the electroenzymatic reduction of D‐fructose to D‐sorbitol. Such simple combination of diazonium chemistry and robust chemical reactions (‘click chemistry’) is promising for the environmentally friendly heterogeneous modification of electrodes with multiple chemical and biological catalysts.

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Metallic and bimetallic Cu/Pt species supported on carbon surfaces by means of substituted phenyl groups

Cited by 30 publications

References 50 publications

A Comparative Study of Modifying Gold and Carbon Electrode with 4‐Sulfophenyl Diazonium Salt

A Comparative Study of Modifying Gold and Carbon Electrode with 4‐Sulfophenyl Diazonium Salt

Electrochemical attachment of a conjugated amino–ferrocifen complex onto carbon and metal surfaces

Molecular and Biological Catalysts Coimmobilization on Electrode by Combining Diazonium Electrografting and Sequential Click Chemistry

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