Volume 32, Issue 45
Preparative Organic Chemistry
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ChemInform Abstract: A Synthetically Useful, Self-Assembling MMO Mimic System for Catalytic Alkene Epoxidation with Aqueous H2O2.

M. Christina White

M. Christina White

Dep. Chem. Chem. Biol., Harvard Univ., Cambridge, MA 02138, USA

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Abigail G. Doyle

Abigail G. Doyle

Dep. Chem. Chem. Biol., Harvard Univ., Cambridge, MA 02138, USA

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Eric N. Jacobsen

Eric N. Jacobsen

Dep. Chem. Chem. Biol., Harvard Univ., Cambridge, MA 02138, USA

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First published: 23 May 2010

Abstract

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ChemInform Abstract

A variety of aliphatic olefins, including terminal olefins, are epoxidized within 5 minutes by 50% aqueous H2O2 and catalytic amounts of an easily prepared iron complex MEP and acetic acid. It is shown that this catalyst system self-assembles under the reaction conditions to form a μ-oxo, carboxylate-bridged diiron(III) complex reminiscent of the μ-hydroxo carboxylate-bridged diiron(III) core found in the hydroxylase active site of oxidized methane monooxygenase (MMO).

chemical structure image

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