Design of and Mechanistic Studies on a Biomimetic Iron-Imidazole Catalyst System for Epoxidation of Olefins with Hydrogen Peroxide

被引：52

作者：

Schroeder, Kristin ^{[1
]}

Enthaler, Stephan ^{[1
]}

Bitterlich, Bianca ^{[1
]}

Schulz, Thomas ^{[1
]}

Spannenberg, Anke ^{[1
]}

Tse, Man Kin ^{[1
,2
]}

Junge, Kathrin ^{[1
]}

Beller, Matthias ^{[1
,2
]}

机构：

[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany

[2] Univ Rostock, Ctr Life Sci Automat CELISCA, D-18119 Rostock, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 22期

关键词：

epoxidation; homogeneous catalysis; iron; N ligands; reaction mechanisms; ASYMMETRIC EPOXIDATION; DIOXYGEN ACTIVATION; SELECTIVE OXIDATION; ALKENE EPOXIDATION; MOLECULAR DIOXYGEN; CRYSTAL-STRUCTURE; COMPLEXES; REACTIVITY; DIHYDROXYLATION; CLEAVAGE;

D O I：

10.1002/chem.200802731

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Novel iron catalysts, both defined and in situ generated, for the epoxidation of aromatic and aliphatic olefins with hydrogen peroxide as terminal oxidant are described. Our catalyst approach is based on bio-inspired 1-aryl-substituted imidazoles in combination with cheap and abundant iron trichloride hexahydrate. We show that the free 2-position of the imidazole ligand motif plays a key role for catalytic activity, as substitution leads to a dramatic depletion of yield and conversion. X-ray studies, UV/Vis titrations, and NMR studies were carried Out to clarify the mechanism.

引用

页码：5471 / 5481

页数：11

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