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Enhanced iron(III) corrole-catalyzed oxidations with iodobenzene diacetate: Synthetic and mechanistic investigations

Paper ID Volume ID Publish Year Pages File Format Full-Text
39280 45816 2015 6 PDF Available
Title
Enhanced iron(III) corrole-catalyzed oxidations with iodobenzene diacetate: Synthetic and mechanistic investigations
Abstract

•We report an efficient iron corrole–catalyzed oxidations using iodobenzene diacetate.•We examine the reaction conditions and scope, and demonstrate the synthetic utility.•We report the mechanistic studies including competition and spectra studies.•We propose a high-valent iron(V)-oxo intermediate as the active oxidant.

The electron-deficient iron(III) corrole complex catalyzes the efficient oxidation of hydrocarbons using PhI(OAc)2 as an mild oxygen source. The catalyst stability against degradation was much enhanced owing to the mild oxidizing ability of PhI(OAc)2. Excellent selectivity and high catalytic efficiency (with up to 1400 TON) have been achieved in alkene epoxidations. This promising oxygen transfer process is mechanistically rationalized in terms of a putative high-valent iron(V)-oxo species as the active oxidant.

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Keywords
Iron(III) corrole; Oxidation; Iodobenzene diacetate; Iron(V)-oxo species
First Page Preview
Enhanced iron(III) corrole-catalyzed oxidations with iodobenzene diacetate: Synthetic and mechanistic investigations
Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 497, May 2015, Pages 121–126
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis