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