Abstract
Electrochemical properties of compounds modeling typical structural units of lignin were determined by differential pulse polarography in dimethylsulfoxide with tetrabutylammonium perchlorate as a supporting electrolyte. p-Quinonemethides; derivatives of cinnamyl aldehyde and cinnamic acid; aromatic aldehydes, ketones, diketones, and carboxylic acids; isoeugenol; and coniferyl alcohol were studied. Structural effects on the reduction potentials of lignin units were estimated. The potentials, which correspond to the first polarographic peak, varied from -0.8 (p-quinonemethide) to -2.8 V (coniferyl alcohol). The compounds containing nonconjugated carbonyl or carboxyl groups were not polarographically active. The autoprotonation reaction had a profound effect on the electrochemical reduction of compounds containing hydroxyl groups.
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