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Trapping of a Highly Reactive Oxoiron(IV) Complex in the Catalytic Epoxidation of Olefins by Hydrogen Peroxide

Title
Trapping of a Highly Reactive Oxoiron(IV) Complex in the Catalytic Epoxidation of Olefins by Hydrogen Peroxide
Authors
Engelmann X.Malik D.D.Corona T.Warm K.Farquhar E.R.Swart M.Nam W.Ray K.
Ewha Authors
남원우
SCOPUS Author ID
남원우scopus
Issue Date
2019
Journal Title
Angewandte Chemie - International Edition
ISSN
1433-7851JCR Link
Citation
Angewandte Chemie - International Edition vol. 58, no. 12, pp. 4012 - 4016
Keywords
bioinorganic chemistrycatalysisnonheme oxoiron intermediatesregioselectivitystereoselective epoxidation
Publisher
Wiley-VCH Verlag
Indexed
SCI; SCIE; SCOPUS WOS scopus
Document Type
Article
Abstract
The generation of a nonheme oxoiron(IV) intermediate, [(cyclam)Fe IV (O)(CH 3 CN)] 2+ (2; cyclam=1,4,8,11-tetraazacyclotetradecane), is reported in the reactions of [(cyclam)Fe II ] 2+ with aqueous hydrogen peroxide (H 2 O 2 ) or a soluble iodosylbenzene (sPhIO) as a rare example of an oxoiron(IV) species that shows a preference for epoxidation over allylic oxidation in the oxidation of cyclohexene. Complex 2 is kinetically and catalytically competent to perform the epoxidation of olefins with high stereo- and regioselectivity. More importantly, 2 is likely to be the reactive intermediate involved in the catalytic epoxidation of olefins by [(cyclam)Fe II ] 2+ and H 2 O 2 . In spite of the predominance of the oxoiron(IV) cores in biology, the present study is a rare example of high-yield isolation and spectroscopic characterization of a catalytically relevant oxoiron(IV) intermediate in chemical oxidation reactions. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
DOI
10.1002/anie.201812758
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자연과학대학 > 화학·나노과학전공 > Journal papers
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