Aromatic hydroxylation with an iron(III)-catechol-H2O2 system. Mechanistic implication of the role of catechol.
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概要
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The role of catechol in benzene hydroxylation with Fe<SUP>3+</SUP>/catechol/H<SUB>2</SUB>O<SUB>2</SUB> system, the so-called Hamilton system, has been mechanistically investigated by using tiron as a substitute for pyrocatechol. The yield of phenol progresses linearly with reaction time. The phenol yield is dependent on the mole ratio of Fe<SUP>3+</SUP> relative to tiron, and the ratio of more than unity is particularly important for the effective functioning of the catalyst system. The <I>o</I>-, <I>m</I>-, and <I>p</I>-product isomer distributions for a few aromatic hydrocarbons are nearly identical with those of the Fenton reaction. These and the separate experimental results are consistent with the mechanism involving the rate-limiting redox reaction between tiron and Fe<SUP>3+</SUP> and then the follow-up radical chain sequence as in the Fenton reaction.
- 公益社団法人 日本化学会の論文
著者
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Tamagaki Seizo
Department Of Applied & Bioapplied Chemistry Graduate School Of Engineering Osaka City Universit
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Suzuki Kenji
Department Of Anesthesia Kitakami Saiseikai Hospital
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Tagaki Waichiro
Department of Applied Chemistry, Faculty of Engineering Osaka City University
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