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Stoichiometric Aldehyde Deformylation Mediated by Nucleophilic Peroxo-diiron(III) Complex as a Functional Model of Aldehyde Deformylating Oxygenase
Authors:Dr Balázs Kripli  Flóra Viktória Csendes  Patrik Török  Prof Dr Gábor Speier  Prof Dr József Kaizer
Institution:Department of Chemistry, University of Pannonia, 8201 Veszprém, Hungary
Abstract:The reactivity of the previously reported peroxo adduct FeIII2(μ-O2)(MeBzim-Py)4(CH3CN)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.
Keywords:aldehyde deformylating oxygenase  aldehyde deformylation  Baeyer–Villiger reaction  nucleophilic reactivity  μ-peroxo-FeIIIFeIII
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