期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 72, 期 16, 页码 6301-6304出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo070557y
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资金
- National Research Foundation of Korea [R16-2003-004-01001-0] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
[GRAPHICS] Mechanistic studies of the aromatic hydroxylation by high-valent iron(IV)-oxo porphyrin pi-cation radicals revealed that the aromatic oxidation involves an initial electrophilic attack on the pi-system of the aromatic ring to produce a tetrahedral radical or cationic sigma-complex. The mechanism was proposed on the basis of experimental results such as a large negative Hammett rho value and an inverse kinetic isotope effect. By carrying out isotope labeling studies, the oxygen in oxygenated products was found to derive from the iron-oxo porphyrin intermediates.
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