Guy Mousset

Electrochemical polymerization of paradialkoxybenzenes: Part I. Anodic oxidation of paradimethoxybenzene in dry acetonitrile

Abstract The anodic oxidation of 1,4-dimethoxybenzene, performed in acetonitrile, leads to the synthesis of a substituted polyparaphenylene, which has been characterized by several electrochemical and physiochemical methods.

Deprotection of carbonyl croups by anodic oxidation of dithioacetals : A key step in the synthesis of α-diones, α-ketols and chiral synthons.

Abstract The anodic oxidation of α-keto and α-hydroxythloacetals provides an efficient way for the regeneration of α-diones and α-ketols, specially in the cases where chemical reactions are unsuccessful.

Electrochemical cleavage of sulphones: Part III. Cathodic elimination study of some β-substituted sulphones as a function of the acidity of the solvent

Abstract The sulphones, substituted in the β-position by a group capable of leaving are electrochemically reduced with olefin formation in weakly protic solvents. When the proton concentration is too high, the protonation of the carbanion produced after the 2-electron step reduction of the sulphonyl group is fast and cathodic elimination does not occur. On the other hand, in aprotic media, the instability of the substrate in contact with the electrogenerated bases leads to the retrocondensation reaction (β-hydroxysulphone) or to a basic elimination reaction (β-acetoxysulphone) with formation of the corresponding electrolysis products. The range of proton availability for obtaining olefins in good yields is consequently rather narrow and will depend on the structure of the starting material.

Role of amphiphilic surfactant in electrochemical and spectroscopic behavior of p-nitrophenoxyalkyl ammonium salts

Abstract Previously published results concerning electrochemical reductions in the presence of amphiphilic surfactants report two phenomena: potential shift and decrease in intensity of polarographic waves. The electrochemical and spectroscopic behavior of p-nitrophenoxyalkyl ammonium salts Download : Download high-res image (3KB) Download : Download full-size image shows that the former is related to adsorption of surfactant molecules while the latter arises from micelle formation. Polarographic and spectroscopic data analysis is consistent with a bent conformation of the electroactive ammonium salt molecules in the double layer and micelles.

Spin trapping in electrochemical conditions: are nitrones well suited for spin marking in reductive weakly acidic media?: On the cathodic behaviour of tert-butylphenylnitrone in the presence of a proton donor

Abstract Direct or indirect reduction of nitrones was carried out in the presence of a proton donor. It is demonstrated that protonating species can contribute to the partial reduction of nitrones and then make possible the occurrence of self-trapping of radical transients. The case of tert-butylphenylnitrone (BPN) is analysed in detail. As a consequence, it is strongly recommended that radical analysis be conducted by means of the spin trapping method in the total absence of protonating species.

On the existence of the intermediate nitroso during the mixed electrochemical reduction of nitro compounds and organic halides

Abstract The general aspect of mixed electrolysis of nitro compounds and alkyl halides in very weakly acidic organic media is estimated as a function of the nature of organic nitro derivatives and that of the halide which can no longer be considered in all cases as electrophiles. When the transient nitroso compound has the property of a radical scavenger, the ESR spectrum may be observed. However, the intensity of the signal depends strongly on the nature of the organic halide: the reasons why no signal is obtained with primary organic halides are estimated both from the chemical and electrochemical points of view.

Adsorption at the mercury electrode in relation to micelle and mixed micelle formation. Case of electroreducible phenoxyalkyl sulfates and SDS

Abstract Sodium 4-acetyl-1-phenoxyalkyl sulfates are electroreducible amphiphilic molecules. The modifications in the structure of the adsorbed double layer as a function of the alkyl chain length are investigated by means of ac polarography (tensammetry). The adsorption study confirms the micelle formation for some of them and the existence of mixed micelles in the presence of sodium dodecyl sulfate (SDS).