Hydrocarbon Oxidations Catalyzed by Bio-Inspired Nonheme Iron and Copper Catalysts

W. N. Oloo; L. Que

doi:10.1016/B978-0-08-097774-4.00627-6

Hydrocarbon Oxidations Catalyzed by Bio-Inspired Nonheme Iron and Copper Catalysts

W. N. Oloo, L. Que

Chemistry (Twin Cities)

Research output: Chapter in Book/Report/Conference proceeding › Chapter

16 Scopus citations

Abstract

Inspired by dioxygen-activating iron or copper enzymes that catalyze a number of oxidative transformations, efforts in the past decade have focused on developing synthetic nonheme iron and copper catalysts that activate H₂O₂ for the hydroxylation of strong CH bonds and the epoxidation and cis-dihydroxylation of CC bonds. For iron catalysts, reaction conditions have been identified that allow for their use in natural products' syntheses, and the high stereoselectivity observed implicates a metal-based oxidant that is proposed to be an oxoiron(V) species. Progress on copper catalysts for hydrocarbon oxidation on the other hand is at a more rudimentary stage.

Original language	English (US)
Title of host publication	Homogeneous Catalytic Applications
Publisher	Elsevier Ltd
Pages	763-778
Number of pages	16
Volume	6
ISBN (Print)	9780080965291
DOIs	https://doi.org/10.1016/B978-0-08-097774-4.00627-6
State	Published - Aug 2013

Bibliographical note

Funding Information:
This work was supported by a grant from the US Department of Energy (DE-FG02-03ER15455).

Keywords

Alkane oxidation
Bioinspired catalysis
Biomimetic
C-H activation
Cis-Dihydroxylation
Epoxidation
Homogeneous catalysis
Hydrocarbon oxidation
Hydrogen peroxide
Hydroxylation
Iron and copper catalysts
Mechanistic studies
Metalloenzymes

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title = "Hydrocarbon Oxidations Catalyzed by Bio-Inspired Nonheme Iron and Copper Catalysts",

abstract = "Inspired by dioxygen-activating iron or copper enzymes that catalyze a number of oxidative transformations, efforts in the past decade have focused on developing synthetic nonheme iron and copper catalysts that activate H2O2 for the hydroxylation of strong CH bonds and the epoxidation and cis-dihydroxylation of CC bonds. For iron catalysts, reaction conditions have been identified that allow for their use in natural products' syntheses, and the high stereoselectivity observed implicates a metal-based oxidant that is proposed to be an oxoiron(V) species. Progress on copper catalysts for hydrocarbon oxidation on the other hand is at a more rudimentary stage.",

keywords = "Alkane oxidation, Bioinspired catalysis, Biomimetic, C-H activation, Cis-Dihydroxylation, Epoxidation, Homogeneous catalysis, Hydrocarbon oxidation, Hydrogen peroxide, Hydroxylation, Iron and copper catalysts, Mechanistic studies, Metalloenzymes",

author = "Oloo, {W. N.} and L. Que",

note = "Funding Information: This work was supported by a grant from the US Department of Energy (DE-FG02-03ER15455). ",

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T1 - Hydrocarbon Oxidations Catalyzed by Bio-Inspired Nonheme Iron and Copper Catalysts

AU - Oloo, W. N.

AU - Que, L.

N1 - Funding Information: This work was supported by a grant from the US Department of Energy (DE-FG02-03ER15455).

PY - 2013/8

Y1 - 2013/8

N2 - Inspired by dioxygen-activating iron or copper enzymes that catalyze a number of oxidative transformations, efforts in the past decade have focused on developing synthetic nonheme iron and copper catalysts that activate H2O2 for the hydroxylation of strong CH bonds and the epoxidation and cis-dihydroxylation of CC bonds. For iron catalysts, reaction conditions have been identified that allow for their use in natural products' syntheses, and the high stereoselectivity observed implicates a metal-based oxidant that is proposed to be an oxoiron(V) species. Progress on copper catalysts for hydrocarbon oxidation on the other hand is at a more rudimentary stage.

AB - Inspired by dioxygen-activating iron or copper enzymes that catalyze a number of oxidative transformations, efforts in the past decade have focused on developing synthetic nonheme iron and copper catalysts that activate H2O2 for the hydroxylation of strong CH bonds and the epoxidation and cis-dihydroxylation of CC bonds. For iron catalysts, reaction conditions have been identified that allow for their use in natural products' syntheses, and the high stereoselectivity observed implicates a metal-based oxidant that is proposed to be an oxoiron(V) species. Progress on copper catalysts for hydrocarbon oxidation on the other hand is at a more rudimentary stage.

KW - Alkane oxidation

KW - Bioinspired catalysis

KW - Biomimetic

KW - C-H activation

KW - Cis-Dihydroxylation

KW - Epoxidation

KW - Homogeneous catalysis

KW - Hydrocarbon oxidation

KW - Hydrogen peroxide

KW - Hydroxylation

KW - Iron and copper catalysts

KW - Mechanistic studies

KW - Metalloenzymes

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AN - SCOPUS:84902570479

SN - 9780080965291

VL - 6

SP - 763

EP - 778

BT - Homogeneous Catalytic Applications

PB - Elsevier Ltd

ER -

Hydrocarbon Oxidations Catalyzed by Bio-Inspired Nonheme Iron and Copper Catalysts

Abstract

Bibliographical note

Keywords

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