Spin state tuning of non-heme iron-catalyzed hydrocarbon oxidations: participation of FeIII–OOH and FeVO intermediates

Kui Chen; Miquel Costas; Lawrence Que, Jr.

doi:10.1039/B108629D

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Spin state tuning of non-heme iron-catalyzed hydrocarbon oxidations: participation of Fe^III–OOH and Fe^VO intermediates†

Kui Chen,^a Miquel Costas^a and Lawrence Que, Jr.^a

Author affiliations

^a Department of Chemistry and Center for Metals in Biocatalysis University of Minnesota, 207 Pleasant St. SE, Minneapolis, MN, USA
E-mail: que@chem.umn.edu

Abstract

We have found a family of non-heme iron complexes [Fe^II(L)(CH₃CN)₂] (L = tetradentate pyridine containing ligand) with cis labile sites that catalyze highly stereoselective hydrocarbon oxidations using H₂O₂ as oxidant. The hydrocarbon oxidation reactivity patterns of this family of catalysts divide them into two subgroups: Category A catalysts which carry out highly stereoselective alkane hydroxylation, olefin epoxidation, and olefin cis-dihydroxylation via low-spin Fe^III–OOH, Fe^V [double bond, length as m-dash] O intermediates and Category B catalysts which form high-spin Fe^III–OOH intermediates and strongly favor olefin cis-dihydroxylation in which both diol oxygen atoms derive from H₂O₂. 6-Methyl substituents on the ligands play an important role in tuning the spin states of the iron centers to afford a family of non-heme iron complexes that catalyze a remarkable array of hydrocarbon oxidation reactions.

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Article information

DOI: https://doi.org/10.1039/B108629D
Article type: Perspective
Submitted: 24 Sep 2001
Accepted: 10 Oct 2001
First published: 24 Jan 2002

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J. Chem. Soc., Dalton Trans., 2002, 672-679

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Spin state tuning of non-heme iron-catalyzed hydrocarbon oxidations: participation of Fe^III–OOH and Fe^VO intermediates

K. Chen, M. Costas and L. Que, Jr., J. Chem. Soc., Dalton Trans., 2002, 672 DOI: 10.1039/B108629D

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Journal of the Chemical Society, Dalton Transactions