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The Reactivity of well defined diiron(III) peroxo complexes toward substrates: addition to electrophiles and hydrocarbon oxidation by Daniel D. LeCloux; Amy M. Barrios; Stephen J. Lippard is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

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AbstractÐThe reactivity of previously reported peroxo adducts [Fe(m-O 2 )(m-L)(O 2 CPhCy) 2 (1-Bu-Im) 2 ] (1), and [Fe(m-O 2 )(m-L) (O 2 CPhCy) 2 (py) 2 ] (2), where L is a dinucleating ligand based on the m-xylylenediamine bis(Kemp's triacid imide), toward a variety of substrates is described. These studies were performed to probe the electronic properties of 1 and 2 and evaluate their potential as selective hydrocarbon oxidants. Compound 1 is nucleophilic at À77 C, reacting with phenols and carboxylic acids to liberate hydrogen peroxide, whereas the less electron-rich pyridine analogue 2 is unreactive toward both reagents. By contrast, neither reacts at À77 C with electrophilic reagents such as ole®ns or triphenylphosphine, or with weak hydrogen atom donors such as dimethylbenzylamine. When solutions of 1 are warmed to room temperature in solvents such as THF, toluene, and cyclopentane, mixtures of alcohol and ketone products derived from the solvent are formed. A detailed investigation of cyclopentane oxidation strongly points to a radical autoxidation pathway. These results are discussed in the context of the selective hydroxylation chemistry that occurs at the carboxylate-brid

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Author

Daniel D. LeCloux; Amy M. Barrios; Stephen J. Lippard

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0968-0896)

Published

1999

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)