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Mononuclear Nonheme High-Spin (S=2) versus Intermediate-Spin (S=1) Iron(IV)-Oxo Complexes in Oxidation Reactions

Title
Mononuclear Nonheme High-Spin (S=2) versus Intermediate-Spin (S=1) Iron(IV)-Oxo Complexes in Oxidation Reactions
Authors
Bae, Seong HeeSeo, Mi SookLee, Yong-MinCho, Kyung-BinKim, Won-SukNam, Wonwoo
Ewha Authors
남원우이용민서미숙김원석
SCOPUS Author ID
남원우scopus; 이용민scopusscopus; 서미숙scopusscopus; 김원석scopus
Issue Date
2016
Journal Title
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
ISSN
1433-7851JCR Link1521-3773JCR Link
Citation
vol. 55, no. 28, pp. 8027 - 8031
Keywords
bioinorganic chemistryC-H activationironmetalloenzymesreaction mechanisms
Publisher
WILEY-V C H VERLAG GMBH
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
Mononuclear nonheme high-spin (S=2) iron(IV)oxo species have been identified as the key intermediates responsible for the C-H bond activation of organic substrates in nonheme iron enzymatic reactions. Herein we report that the C-H bond activation of hydrocarbons by a synthetic mononuclear nonheme high-spin (S=2) iron(IV)-oxo complex occurs through an oxygen non-rebound mechanism, as previously demonstrated in the C-H bond activation by nonheme intermediate (S=1) iron(IV)-oxo complexes. We also report that C-H bond activation is preferred over C=C epoxidation in the oxidation of cyclohexene by the nonheme high-spin (HS) and intermediate-spin (IS) iron(IV)-oxo complexes, whereas the C=C double bond epoxidation becomes a preferred pathway in the oxidation of deuterated cyclohexene by the nonheme HS and IS iron(IV)-oxo complexes. In the epoxidation of styrene derivatives, the HS and IS iron(IV) oxo complexes are found to have similar electrophilic characters.
DOI
10.1002/anie.201603978
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자연과학대학 > 화학·나노과학전공 > Journal papers
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