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Iron porphyrin catalyzed oxidation of lignin model compounds: Oxidation of phenylpropane and phenylpropene model compounds

TitleIron porphyrin catalyzed oxidation of lignin model compounds: Oxidation of phenylpropane and phenylpropene model compounds
Publication TypeJournal Article
Year of Publication1995
AuthorsCui, F, Dolphin, D
JournalCanadian Journal of Chemistry-Revue Canadienne De Chimie
Volume73
Pagination2153-2157
Date PublishedDec
Type of ArticleArticle
ISBN Number0008-4042
KeywordsAROMATIC RING CLEAVAGE, BASIDIOMYCETE PHANEROCHAETE-CHRYSOSPORIUM, C BOND-CLEAVAGE, CHARACTERIZATION, DEGRADATION, DEGRADING ENZYME, DIARYLPROPANE, HEME-ENZYME, iron porphyrin, LIGNIN, ligninase, MODEL, OXYGENASE, POTASSIUM MONOPERSULFATE, SPECTRAL, VERATRYL ALCOHOL, WHITE ROT BASIDIOMYCETE
Abstract

The oxidation of 1-(4-ethoxy-3-methoxyphenyl)propane (2) and 1-(4-ethoxy-3-methoxyphenyl)propene (3) by meso-tetra(2,6-dichloro-3-sulphonatophe)porphyrin iron chloride (TDCSPPFeCl, 1) and tert-butylhydroperoxide (t-BuOOH) are discussed. In addition to a C-alpha-hydroxylation product, demethoxylation and direct aromatic ring cleavage products were found in the oxidation of 2. When 3 was oxidized by 1 and t-BuOOH in aqueous acetonitrile, an acetonitrile-incorporated product was found. A mechanism for the oxidation of 3 is proposed.

URL<Go to ISI>://A1995TV23200008