IRON PORPHYRIN-CATALYZED OXIDATION OF LIGNIN MODEL COMPOUNDS - OXIDATION OF PHENYLPROPANE AND PHENYLPROPENE MODEL COMPOUNDS

Authors
CUI F DOLPHIN D
Citation
F. Cui et D. Dolphin, IRON PORPHYRIN-CATALYZED OXIDATION OF LIGNIN MODEL COMPOUNDS - OXIDATION OF PHENYLPROPANE AND PHENYLPROPENE MODEL COMPOUNDS, Canadian journal of chemistry, 73(12), 1995, pp. 2153-2157
Citations number
41
Categorie Soggetti
Chemistry
Journal title
Canadian journal of chemistry → ACNP
ISSN journal
00084042
Volume
73
Issue
12
Year of publication
1995
Pages
2153 - 2157
Database
ISI
SICI code
0008-4042(1995)73:12<2153:IPOOLM>2.0.ZU;2-#
Abstract
The oxidation of 1-(4-ethoxy-3-methoxyphenyl)propane (2) and 1-(4-etho xy-3-methoxyphenyl)propene (3) by meso-tetra(2,6-dichloro-3-sulphonato phe)porphyrin iron chloride (TDCSPPFeCl, 1) and tert-butylhydroperoxid e (t-BuOOH) are discussed. In addition to a C-alpha-hydroxylation prod uct, demethoxylation and direct aromatic ring cleavage products were f ound in the oxidation of 2. When 3 was oxidized by 1 and t-BuOOH in aq ueous acetonitrile, an acetonitrile-incorporated product was found. A mechanism for the oxidation of 3 is proposed.