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Exceedingly Fast Oxygen Atom Transfer to Olefins via a Catalytically Competent Nonheme Iron Species

2016

El mateix article està publicat en alemany a l'edició alemanya d' 'Angewandte Chemie' (ISSN 0044-8249, EISSN 1521-3757), 2016, vol. 128, núm. 21, p.6418–6422. DOI http://dx.doi.org/10.1002/ange.201601396 The reaction of [Fe(CF3SO3)2(PyNMe3)] with excess peracetic acid at −40 °C leads to the accumulation of a metastable compound that exists as a pair of electromeric species, [FeIII(OOAc)(PyNMe3)]2+ and [FeV(O)(OAc)(PyNMe3)]2+, in fast equilibrium. Stopped-flow UV/Vis analysis confirmed that oxygen atom transfer (OAT) from these electromeric species to olefinic substrates is exceedingly fast, forming epoxides with stereoretention. The impact of the electronic and steric properties of the subs…

Steric effectsoxidationIronKineticsAlkenes010402 general chemistryMedicinal chemistry01 natural sciencesCatalysisCatalysisReaction ratechemistry.chemical_compoundPeracetic acidMetastabilityepoxidationEpòxidsOrganic chemistryChemistry010405 organic chemistrySubstrate (chemistry)General Chemistrynonheme iron complexesGeneral MedicineEpoxy compoundsNonheme iron0104 chemical sciencesAlquenskineticsolefinsFerroAngewandte Chemie
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