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Dioxygen insertion into iron(III)-carbon bonds : NMR studies of the formation and reactivity of alkylperoxo complexes of iron(III) porphyrins.
Autorzy
Rok wydania
1989
Czasopismo
Journal of the American Chemical Society
Numer woluminu
111
Strony
4357-4363
DOI
10.1021/ja00194a031
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
The behavior of PFemCHR2 (P is a porphyrin dianion) in solution especially in the presence of dioxygen has been examined by and 2H NMR measurements. Evidence for the photolytic Fe-C bond homolysis with the formation of PFe11 is presented. Addition of dioxygen to PFeCH2R produces two unstable intermediates, PFem02CH2R and PFemOH, whichmay be directly observed at low temperatures. These form and decompose through the following reactions: PFemCH2R +
02 -» PFeln02CHR2; PFenl02CHR2 — PFemOH + G=CR2; 2PFeUIOH — PFe,nOFelnP + H20. The formation of the product aldehyde or ketone has been established for methyl, ethyl, isopropyl, «-propyl, and benzyl ligands axially coordinating iron. The dioxygen insertion is retarded by the coordination of TV-methylimidazole to the sixth iron coordination site or by employing a sterically encumbered porphyrin. PFenlOH catalyzes the decomposition of ethyl hydroperoxide to give acetaldehydeas the major organic product.
Adres publiczny
https://doi.org/10.1021/ja00194a031
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