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

Kristin Schroder; Stephan Enthaler; Bianca Bitterlich; Thomas Schulz; Anke Spannenberg; Man Kin Tse; Kathrin Junge; Matthias Beller

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

机译：仿生铁-咪唑催化过氧化氢烯烃氧化的体系设计及机理研究

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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.

机译：描述了用于用过氧化氢作为末端氧化剂对芳族和脂族烯烃进行环氧化的新颖的铁催化剂，无论是定义的还是就地生成的。我们的催化剂方法是基于生物启发的1-芳基取代的咪唑与廉价而丰富的三氯化铁六水合物的结合。我们显示，咪唑配体基序的游离2位对催化活性起关键作用，因为取代会导致产量和转化率的急剧下降。进行了X射线研究，UV / Vis滴定和NMR研究以阐明机理。

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《Chemistry: A European journal》 |2009年第22期|共11页
作者
Kristin Schroder; Stephan Enthaler; Bianca Bitterlich; Thomas Schulz; Anke Spannenberg; Man Kin Tse; Kathrin Junge; Matthias Beller;
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正文语种 eng
中图分类应用化学;
关键词
epoxidation; homogeneous catalysis; iron; N ligands; reaction mechanisms;

机译：环氧化;均相催化;铁;N配体;反应机理;

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1. Design of and Mechanistic Studies on a Biomimetic Iron–Imidazole Catalyst System for Epoxidation of Olefins with Hydrogen Peroxide [J] . Kristin Schroder, Stephan Enthaler, Bianca Bitterlich, Chemistry: A European journal . 2009,第22期

机译：仿生铁-咪唑催化过氧化氢烯烃氧化的体系设计及机理研究
2. Iron(III) complexes of 2-(1H-benzo[d]imidazol-2-yl)phenol and acetate or nitrate as catalysts for epoxidation of olefins with hydrogen peroxide [J] . Dutta Amit Kumar, Samanta Suvendu, Dutta Supriya, Journal of Molecular Structure . 2016,第Null期

机译：2-（1H-苯并[d]咪唑-2-基）苯酚和乙酸盐或硝酸盐的铁（III）配合物，用于过氧化氢烯烃的环氧化
3. A new efficient iron catalyst for olefin epoxidation with hydrogen peroxide [J] . Elena A. Mikhalyova, Olga V. Makhlynets, Taryn D. Palluccio, Chemical Communications . 2012,第5期

机译：一种新型高效铁催化剂，可用于过氧化氢烯烃的环氧化
4. Catalytic Olefin Epoxidation and Dihydroxylation with Hydrogen Peroxide in Common Ionic Liquids: Comparative Kinetics and Mechanistic Study [C] . Mahdi M. Abu-Omar, Gregory S. Owens, Armando Durazo, Symposium ionic liquids as green solvents: Progress and prospects . 2003

机译：常用离子液中过氧化氢催化烯烃环氧化和二羟基化：比较动力学和机械研究
5. Design, synthesis and mechanistic studies of iron-TAML catalytic activators of hydrogen peroxide and a new activation chemistry of dioxygen by iron. [D] . Ghosh, Anindya. 2004

机译：过氧化氢铁-TAML催化活化剂的设计，合成和机理研究，以及铁对双氧的新活化化学。
6. Ferric chloride-catalyzed activation of hydrogen peroxide for the demethylation of NN-dimethylaniline the epoxidation of olefins and the oxidative cleavage of vicinal diols in acetonitrile: a reaction mimic for cytochrome P-450. [O] . H Sugimoto, L Spencer, D T Sawyer 1987

机译：氯化铁催化的过氧化氢活化可用于NN-二甲基苯胺的去甲基化烯烃的环氧化以及乙腈中邻二醇的氧化裂解：模拟细胞色素P-450的反应。
7. Molecularly enlarged S,S-BnTsDPEN ligands for iron-catalyzed asymmetric olefin epoxidation reactions using hydrogen peroxide [O] . Yazerski, V., Orue, A., Evers, T., 2013

机译：分子扩大s，s-BnTsDpEN配体，用于使用过氧化氢的铁催化不对称烯烃环氧化反应
8. Lewis Acidic Catalysts for Olefin Epoxidation by Iodosylbenzene [R] . Yang, Y., Diederich, F., Valentine, J. S. 1991

机译：路易斯酸催化剂用于碘代苯的烯烃环氧化反应

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

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