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Nonheme (FeO)-O-IV complexes that can oxidize the C-H bonds of cyclohexane at room temperature

Author(s)
Kaizer, JozsefKlinker, Eric J.Oh, Na YoungRohde, Jan-UweSong, Woon JuStubna, AudriaKim, JinheungMunck, EckardNam, WonwooQue, Lawrence Jr.
Issued Date
2004-01
DOI
10.1021/ja037288n
URI
https://scholarworks.unist.ac.kr/handle/201301/11982
Fulltext
http://pubs.acs.org/doi/abs/10.1021/ja037288n
Citation
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.126, no.2, pp.472 - 473
Abstract
Nonheme oxoiron(IV) complexes of two pentadentate ligands, N4Py (N,N-bis(2-pyridylmethyl)-bis(2-pyridyl)methylamine) and Bn-tpen (N-benzyl-N,N′,N′-tris(2-pyridylmethyl)-1,2-diaminoethane), have been generated and found to have spectroscopic properties similar to the closely related tetradentate TPA (tris(2-pyridylmethyl)amine) complex reported earlier. However, unlike the TPA complex, the pentadentate complexes have a considerable lifetime at room temperature. This greater thermal stability has allowed the hydroxylation of alkanes with C-H bonds as strong as 99.3 kcal/mol to be observed at room temperature. Furthermore, a large deuterium KIE value is found in the oxidation of ethylbenzene. These observations lend strong credence to postulated mechanisms of mononuclear nonheme iron enzymes that invoke the intermediacy of oxoiron(IV) species. Copyright © 2004 American Chemical Society.
Publisher
AMER CHEMICAL SOC
ISSN
0002-7863

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