N-bridged diiron phthalocyanine catalyzes oxidation of benzene with H2O2 via benzene oxide with NIH shift evidenced by using 1,3,5-[D3]benzene as a probe

被引:97
作者
Kudrik, Evgeny V. [1 ]
Sorokin, Alexander B. [1 ]
机构
[1] CNRS Univ Lyon 1, Inst Rech Catalyse & Environm Lyon IRCELYON, UMR 5256, F-69626 Villeurbanne, France
关键词
benzene; iron; phthalocyanine; oxidation;
D O I
10.1002/chem.200800504
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A study was conducted to analyze oxidation of benzene with H 2O2 through benzene oxide with NIH shift. The study used an N-bridged diiron tetra-tert-butylphthalocyanine complex having good solubility in organic solvents for catyalytic reactions. The study also used 1,3,5-[D3]benzene as a probe for the detection of NIH shift. The study found that (FePctBu4)2N showed a high catalytic activity in oxidation of PhH by H2O2 at 20 °C. NIH shift can be defined as a migration of the substituent from the site of hydroxylation to carbon atom and associated with bio-oxidation. The study found that the NIH shift and the formation of benzene oxide are associated with bio-oxidation mediated by cytochrome P-450 and toluene mono-oxygenases.
引用
收藏
页码:7123 / 7126
页数:4
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