Iron-catalyzed oxidation of unreactive C-H bonds: Utilizing bio-inspired axial ligand modification to increase catalyst stability

被引：32

作者：

Haslinger, Stefan ^{[1
]}

Raba, Andreas ^{[2
]}

Cokoja, Mirza ^{[3
]}

Poethig, Alexander ^{[4
]}

Kuehn, Fritz E. ^{[1
,2
]}

机构：

[1] Tech Univ Munich, Mol Catalysis, Dept Chem, Catalysis Res Ctr, D-85747 Garching, Germany

[2] Tech Univ Munich, Chair Inorgan Chem, D-85747 Garching, Germany

[3] Tech Univ Munich, Fac Chem, D-85747 Garching, Germany

[4] Tech Univ Munich, Catalysis Res Ctr, D-85747 Garching, Germany

来源：

JOURNAL OF CATALYSIS | 2015年 / 331卷

关键词：

Oxidation catalysis; Iron; C-H activation; Cyclohexane; Bio-inspired; NONHEME IRON; PEROXIDATIVE OXIDATION; METHANE MONOOXYGENASE; COMPLEXES; H2O2; FE; REACTIVITIES; IRON(IV)-OXO; EPOXIDATION; ACTIVATION;

D O I：

10.1016/j.jcat.2015.08.026

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Three different bio-inspired Fe(II) complexes are applied as powerful catalysts for the oxidation of unreactive C-H bonds under ambient conditions. Cyclohexane as the main model substrate is oxidized to cyclohexanol, cyclohexyl hydroperoxide, and cyclohexanone. Alcohol + cyclohexyl hydroperoxide to ketone ratios ((A + H)/K) of up to 26 are obtained with comparatively high turnovers of up to 43. Bio-inspired modification of the Fe(II) complexes in the axial positions is used to increase catalyst stability toward hydrogen peroxide, leading to an increase in turnovers of up to 34%. Several parameters for the catalytic oxidation are investigated, e.g., the amount and type of oxidant, reaction temperature, and the relative catalyst concentration. Among others, 9,10-dihydroantracene and 2,3-dimethylbutane are used as substrates for the catalytic C-H bond oxidation. (C) 2015 Elsevier Inc. All rights reserved.

引用

页码：147 / 153

页数：7

共 25 条

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