Experimental and theoretical evidence for nonheme iron(III) alkylperoxo species as sluggish oxidants in oxygenation reactions

Mi Sook Seo; Takashi Kamachi; Tomohisa Kouno; Koji Murata; Mi Joo Park; Kazunari Yoshizawa; Wonwoo Nam

doi:10.1002/anie.200604219

Experimental and theoretical evidence for nonheme iron(III) alkylperoxo species as sluggish oxidants in oxygenation reactions

Mi Sook Seo
, Takashi Kamachi
, Tomohisa Kouno
, Koji Murata
, Mi Joo Park
, Kazunari Yoshizawa
, Wonwoo Nam

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

67 Scopus citations

Abstract

The active oxidant that oxygenates organic substrates is an iron(IV) oxo intermediate, namely, [(tpa)Fe^IV(O)(CH₃CN)]²⁺ (2), which is formed through O-O bond homolysis, according to experimental and computational studies on the reactivity of nonheme iron(III) alkylperoxo complex [(tpa)Fe^III(OOtBu)(CH₃CN)]²⁺ (1), which was shown to be a sluggish electrophilic oxidant that is incapable of oxygenating organic substrates. tpa = tris(2-pyridylmethyl)amine. (Chemical Equation Presented).

Original language	English
Pages (from-to)	2291-2294
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	46
Issue number	13
DOIs	https://doi.org/10.1002/anie.200604219
State	Published - 2007

Keywords

Density functional calculations
Enzyme models
Iron
Oxo ligands
Oxygenation

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title = "Experimental and theoretical evidence for nonheme iron(III) alkylperoxo species as sluggish oxidants in oxygenation reactions",

abstract = "The active oxidant that oxygenates organic substrates is an iron(IV) oxo intermediate, namely, [(tpa)FeIV(O)(CH3CN)]2+ (2), which is formed through O-O bond homolysis, according to experimental and computational studies on the reactivity of nonheme iron(III) alkylperoxo complex [(tpa)FeIII(OOtBu)(CH3CN)]2+ (1), which was shown to be a sluggish electrophilic oxidant that is incapable of oxygenating organic substrates. tpa = tris(2-pyridylmethyl)amine. (Chemical Equation Presented).",

keywords = "Density functional calculations, Enzyme models, Iron, Oxo ligands, Oxygenation",

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T1 - Experimental and theoretical evidence for nonheme iron(III) alkylperoxo species as sluggish oxidants in oxygenation reactions

AU - Seo, Mi Sook

AU - Kamachi, Takashi

AU - Kouno, Tomohisa

AU - Murata, Koji

AU - Park, Mi Joo

AU - Yoshizawa, Kazunari

AU - Nam, Wonwoo

PY - 2007

Y1 - 2007

N2 - The active oxidant that oxygenates organic substrates is an iron(IV) oxo intermediate, namely, [(tpa)FeIV(O)(CH3CN)]2+ (2), which is formed through O-O bond homolysis, according to experimental and computational studies on the reactivity of nonheme iron(III) alkylperoxo complex [(tpa)FeIII(OOtBu)(CH3CN)]2+ (1), which was shown to be a sluggish electrophilic oxidant that is incapable of oxygenating organic substrates. tpa = tris(2-pyridylmethyl)amine. (Chemical Equation Presented).

AB - The active oxidant that oxygenates organic substrates is an iron(IV) oxo intermediate, namely, [(tpa)FeIV(O)(CH3CN)]2+ (2), which is formed through O-O bond homolysis, according to experimental and computational studies on the reactivity of nonheme iron(III) alkylperoxo complex [(tpa)FeIII(OOtBu)(CH3CN)]2+ (1), which was shown to be a sluggish electrophilic oxidant that is incapable of oxygenating organic substrates. tpa = tris(2-pyridylmethyl)amine. (Chemical Equation Presented).

KW - Density functional calculations

KW - Enzyme models

KW - Iron

KW - Oxo ligands

KW - Oxygenation

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DO - 10.1002/anie.200604219

M3 - Article

C2 - 17304600

AN - SCOPUS:34250164725

SN - 1433-7851

VL - 46

SP - 2291

EP - 2294

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 13

ER -

Experimental and theoretical evidence for nonheme iron(III) alkylperoxo species as sluggish oxidants in oxygenation reactions

Abstract

Keywords

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