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The electrochemical oxidation of 2,5-dihydroxybenzoicacid(1) has been studied in the presence of 1,3- cyclopentadiene(2) as a diene in water/ethanol(40/60,v/v) mixture using cyclic voltammetry and controlled-potential coulometry.A plausible mechanism for the oxidation of 1 in the presence of 2 is presented.Compound 1 was converted into bis-adduct 5 via electrooxidation,Diels-Alder reaction of 2 to anodically generated 3,6-dioxocyclohexa-1,4-dienecarboxylic acid(1ox),decarboxylation reaction, electrooxidation and Diels-Alder reaction.The electrochemical synthesis of 5 was performed in a onepot reaction,without toxic reagents,at a carbon electrode in a simple cell using an environmentally friendly method.
The electrochemical oxidation of 2,5-dihydroxybenzoic acid (1) has been studied in the presence of 1,3- cyclopentadiene (2) as a diene in water / ethanol (40/60, v / v) mixture using cyclic voltammetry and controlled- potential coulometry. A plausible mechanism for the oxidation of 1 in the presence of 2 is presented. Compound 1 was converted into bis-adduct 5 via electrooxidation, Diels-Alder reaction of 2 to anodically generated 3,6-dioxocyclohexa-1,4- dienecarboxylic acid (1ox), decarboxylation reaction, electrooxidation and Diels-Alder reaction. The electrochemical synthesis of 5 was performed in a onepot reaction, without toxic reagents, at a carbon electrode in a simple cell using an environmentally friendly method.