A new electrochemical methodology was devised and optimized,
allowing a net incorporation of carbon dioxide in conjugated
dienes in a one-compartment cell using a non-sacrificial
anode. This divergent paired electrosynthesis of diacid and
diol precursors was achieved through simultaneous cathodic
carboxylation and anodic acetoxylation of conjugated dienes.
After optimization of the reaction conditions, 1,3-cyclohexadiene was converted to its corresponding 1,4-dicarboxylate salt and 1,4-diacetate ester with high yields and current efficiencies. A large effect of alkyl substitution and molecular configuration on the reactivity of conjugated double bonds towards carboxylation and acetoxylation was observed.