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Stoichiometric Aldehyde Deformylation Mediated by Nucleophilic Peroxo-diiron(III) Complex as a Functional Model of Aldehyde Deformylating Oxygenase

Balázs Kripli, Flóra Viktória Csendes, Patrik Török, Gábor Speier, József Kaizer

Chemistry. 2019 Nov 13;25(63):14290-14294.

PMID: 31448834

Abstract:

The reactivity of the previously reported peroxo adduct [FeIII 2 (μ-O2 )(MeBzim-Py)4 (CH3 CN)2 ]4+ (1) (MeBzim-Py=2-(2'-pyridyl)-N-methylbenzimidazole) towards aldehyde substrates including phenylacetaldehyde (PAA), hydrocinnamaldehyde (HCA), propionaldehyde (PA), 2-phenylpropionaldehyde (PPA), cyclohexanecarboxaldehyde (CCA), and para-substituted benzaldehydes (benzoyl chlorides) has been investigated. Complex 1 proved to be a nucleophilic oxidant in aldehyde deformylation reaction. These models, including detailed kinetic and mechanistic studies, may serve as the first biomimics of aldehyde deformylating oxygenase (ADO) enzymes.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP93538 2-Phenylpropionaldehyde 2-Phenylpropionaldehyde 93-53-8 Price
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