Bio-inspired amino acid oxidation by a non-heme iron catalyst
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文摘
This study reports the kinetics and mechanism of Fe(III)-catalyzed oxidative decarboxylation and deamination of a series of acyclic (¦Á-aminoisobutyric acid, ¦Á-(methylamino)isobutyric acid, alanine, norvaline, and 2-aminobutyric acid) and cyclic (1-aminocyclopropane-1-carboxylic acid, 1-amino-1-cyclobutanecarboxylic acid, 1-aminocyclopentanecarboxylic acid, and 1-aminocyclohexanecarboxylicacid) amino acids using hydrogen peroxide, t-butyl hydroperoxide, iodosylbenzene, m-chloroperbenzoic acid, and peroxomonosulphate as oxidant in 75 % DMF-25 % water solvent mixture. Model complex [FeIVO(SALEN)]?+ (SALENH2: N,N¡ä-bis(salicylidene)ethylenediamine) was generated by the reaction of FeIII(SALEN)Cl and H2O2 in CH3CN at 278 K as reported earlier. This method provided us high-valent oxoiron species, stable enough to ensure the direct observation of the reaction with amino acids.

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