Olefin cis-Dihydroxylation and Aliphatic C-H Bond Oxygenation by a Dioxygen-Derived Electrophilic Iron-Oxygen Oxidant

scientific article published on 18 June 2015

Olefin cis-Dihydroxylation and Aliphatic C-H Bond Oxygenation by a Dioxygen-Derived Electrophilic Iron-Oxygen Oxidant is …
instance of (P31):
scholarly articleQ13442814

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P356DOI10.1002/ANIE.201502229
P698PubMed publication ID26088714

P2093author name stringTapan Kanti Paine
Sayanti Chatterjee
P2860cites workAlternative oxidation by isopenicillin N synthase observed by X-ray diffractionQ27637082
Crystal structure of naphthalene dioxygenase: side-on binding of dioxygen to ironQ27640493
FeII/alpha-ketoglutarate-dependent hydroxylases and related enzymesQ28259624
Aromatic hydrocarbon dioxygenases in environmental biotechnologyQ33941468
Heme-Containing OxygenasesQ34114428
Cytochrome P450 Compound I: Capture, Characterization, and C-H Bond Activation KineticsQ34149381
Mechanism of oxidation reactions catalyzed by cytochrome p450 enzymes.Q34346324
Redox-inactive metal ions modulate the reactivity and oxygen release of mononuclear non-haem iron(III)-peroxo complexesQ34433141
Substrate activation by iron superoxo intermediatesQ34536103
A Mononuclear Nonheme Iron(III)-Peroxo Complex Binding Redox-Inactive Metal IonsQ34560488
Non-heme Fe(IV)-oxo intermediatesQ34633429
A predictably selective aliphatic C-H oxidation reaction for complex molecule synthesisQ34708270
Theoretical study of the mechanism of oxoiron(IV) formation from H2O2 and a nonheme iron(II) complex: O-O cleavage involving proton-coupled electron transferQ35104404
Dioxygen activation at mononuclear nonheme iron active sites: enzymes, models, and intermediatesQ35660894
Structure and chemistry of cytochrome P450.Q36154632
Spectroscopic identification of an Fe(III) center, not Fe(IV), in the crystalline Sc-O-Fe adduct derived from [Fe(IV)(O)(TMC)]²⁺.Q37080786
Versatility of biological non-heme Fe(II) centers in oxygen activation reactions.Q37085698
Proton- and reductant-assisted dioxygen activation by a nonheme iron(II) complex to form an oxoiron(IV) intermediateQ37120630
Sc3+-triggered oxoiron(IV) formation from O2 and its non-heme iron(II) precursor via a Sc3+-peroxo-Fe3+ intermediate.Q37140391
Biologically inspired oxidation catalysisQ37272551
Shape-selective interception by hydrocarbons of the O2-derived oxidant of a biomimetic nonheme iron complex.Q37284998
Hydrogen peroxide dependent cis-dihydroxylation of benzoate by fully oxidized benzoate 1,2-dioxygenaseQ37287300
O2 activation by bis(imino)pyridine iron(II)-thiolate complexesQ39404412
Electrochemical study of a nonheme Fe(ii) complex in the presence of dioxygen. Insights into the reductive activation of O2 at Fe(ii) centersQ41588761
Olefin Cis-Dihydroxylation with Bio-Inspired Iron Catalysts. Evidence for an FeII/FeIV Catalytic CycleQ42793014
Activation of dioxygen by a mononuclear non-heme iron complex: characterization of a Fe(III)(OOH) intermediate.Q43183267
Olefin cis-dihydroxylation versus epoxidation by non-heme iron catalysts: two faces of an Fe(III)-OOH coinQ43922816
Hydrogen peroxide-coupled cis-diol formation catalyzed by naphthalene 1,2-dioxygenaseQ44196759
Oxygen activation by nonheme iron(II) complexes: alpha-keto carboxylate versus carboxylate.Q44488773
A theoretical study of the cis-dihydroxylation mechanism in naphthalene 1,2-dioxygenaseQ44813256
Dioxygen activation and catalytic aerobic oxidation by a mononuclear nonheme iron(II) complexQ46397235
Chemistry of the catalytic conversion of phthalate into its cis-dihydrodiol during the reaction of oxygen with the reduced form of phthalate dioxygenaseQ46441887
Modeling TauD-J: a high-spin nonheme oxoiron(IV) complex with high reactivity toward C-H bondsQ46773793
Demonstration of the heterolytic O-O bond cleavage of putative nonheme iron(II)-OOH(R) complexes for Fenton and enzymatic reactionsQ46881367
Autocatalytic formation of an iron(IV)-oxo complex via scandium ion-promoted radical chain autoxidation of an iron(II) complex with dioxygen and tetraphenylborateQ46896435
An oxocobalt(IV) complex stabilized by Lewis acid interactions with scandium(III) ions.Q52898222
A mononuclear non-heme manganese(IV)-oxo complex binding redox-inactive metal ions.Q53345417
Observation of Fe(V)=O using variable-temperature mass spectrometry and its enzyme-like C–H and C=C oxidation reactionsQ57383213
A Biomimetic Iron Catalyst for the Epoxidation of Olefins with Molecular Oxygen at Room TemperatureQ59287907
Alkane Hydroxylation by a Nonheme Iron Catalyst that Challenges the Heme Paradigm for Oxygenase ActionQ59287941
P433issue32
P407language of work or nameEnglishQ1860
P304page(s)9338-9342
P577publication date2015-06-18
P1433published inAngewandte Chemie International EditionQ62023953
P1476titleOlefin cis-Dihydroxylation and Aliphatic C-H Bond Oxygenation by a Dioxygen-Derived Electrophilic Iron-Oxygen Oxidant
P478volume54

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cites work (P2860)
Q46250437Acid-triggered O-O bond heterolysis of a nonheme FeIII(OOH) species for the stereospecific hydroxylation of strong C-H bonds.
Q41429690Activation of Dioxygen by Iron and Manganese Complexes: A Heme and Nonheme Perspective.
Q52737624Aliphatic C-C Bond Cleavage in α-Hydroxy Ketones by a Dioxygen-Derived Nucleophilic Iron-Oxygen Oxidant.
Q61443805Heme and Nonheme High-Valent Iron and Manganese Oxo Cores in Biological and Abiological Oxidation Reactions
Q46603384Hydroxylation versus Halogenation of Aliphatic C-H Bonds by a Dioxygen-Derived Iron-Oxygen Oxidant: Functional Mimicking of Iron Halogenases
Q46626872New mechanistic insight into intramolecular arene hydroxylation initiated by (μ-1,2-peroxo)diiron(III) complexes with dinucleating ligands.
Q39103981Oxidation of alkane and alkene moieties with biologically inspired nonheme iron catalysts and hydrogen peroxide: from free radicals to stereoselective transformations.
Q50871622Reductive activation of O2 by a bioinspired Fe complex for catalytic epoxidation reactions.
Q64033718Sc (or HClO) Activation of a Nonheme Fe-OOH Intermediate for the Rapid Hydroxylation of Cyclohexane and Benzene
Q92701907The Generation of the Oxidant Agent of a Mononuclear Nonheme Fe(II) Biomimetic Complex by Oxidative Decarboxylation. A DFT Investigation
Q47829510Visible light-promoted dihydroxylation of styrenes with water and dioxygen.