|IRON PORPHYRIN CATALYZED OXIDATION OF LIGNIN MODEL COMPOUNDS - THE OXIDATION OF VERATRYL ALCOHOL AND VERATRYL ACETATE
|Year of Publication
|Cui, FT, Dolphin, D
|Canadian Journal of Chemistry-Revue Canadienne De Chimie
|Type of Article
|3, 4-DIMETHOXYBENZYL ALCOHOL, BASIDIOMYCETE PHANEROCHAETE-CHRYSOSPORIUM, BOND-CLEAVAGE, C, CLEAVAGE, DEGRADING ENZYME, DIARYLPROPANE OXYGENASE, EXTRACELLULAR, HEME-ENZYME, LIGNINASES, RING, SPECTRAL CHARACTERIZATION, WHITE ROT BASIDIOMYCETE
meso-Tetra(2,6-dichloro-3-sulfonatophenyl)porphyrin iron chloride catalyzes the oxidation of 3,4-dimethoxybenzyl alcohol (veratryl alcohol) in aqueous solution to give veratraldehyde along with demethoxylation and ring-cleavage products. The isolation of a direct ring-cleavage product from the oxidation of veratryl acetate in aqueous solution supports the previously proposed ring-cleavage mechanisms. The oxidation in methanol, however, does not lead to ring-cleavage products. When veratryl alcohol was oxidized in methanol, solvent was found to be incorporated into the 3-position of veratryl alcohol, giving new insight into the mechanism of oxidation.
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