Participation of two distinct hydroxylating intermediates in iron(III) porphyrin complex-catalyzed hydroxylation of alkanes

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dc.contributor.authorNam, Wko
dc.contributor.authorLim, Mi Heeko
dc.contributor.authorMoon, SKko
dc.contributor.authorKim, Cko
dc.date.accessioned2018-02-21T06:25:54Z-
dc.date.available2018-02-21T06:25:54Z-
dc.date.created2018-02-08-
dc.date.created2018-02-08-
dc.date.created2018-02-08-
dc.date.issued2000-11-
dc.identifier.citationJOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.122, no.44, pp.10805 - 10809-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10203/240349-
dc.description.abstractWe have obtained evidence that acylperoxo-iron(III) porphyrin complexes la are involved as reactive hydroxylating intermediates in the hydroxylation of alkanes by m-chloroperoxybenzoic acid (m-CPBA) catalyzed by electron-deficient iron(III) porphyrin complexes containing chloride as an anionic axial ligand in a solvent mixture of CH2Cl2 and CH3CN at -40 degreesC. In addition to the intermediacy of la, oxoiron(IV) porphyrin cation radical complexes 2 are formed as the reactive hydroxylating intermediates in the alkane hydroxylations by m-CPBA catalyzed by the iron(III) porphyrin complexes containing triflate (CF3SO3-) as an anionic axial ligand under the same reaction conditions. In line with the recent proposal by Newcomb, Goon, Vat, and co-workers for cytochrome P-450 reactions, these results suggest that two distinct electrophilic oxidants such as la and 2 effect the alkane hydroxylations in iron porphyrin models, depending on the reaction conditions such as the nature of the anionic axial ligands of iron(III) porphyrin complexes.-
dc.languageEnglish-
dc.publisherAMER CHEMICAL SOC-
dc.titleParticipation of two distinct hydroxylating intermediates in iron(III) porphyrin complex-catalyzed hydroxylation of alkanes-
dc.typeArticle-
dc.identifier.wosid000165385700009-
dc.identifier.scopusid2-s2.0-0034623555-
dc.type.rimsART-
dc.citation.volume122-
dc.citation.issue44-
dc.citation.beginningpage10805-
dc.citation.endingpage10809-
dc.citation.publicationnameJOURNAL OF THE AMERICAN CHEMICAL SOCIETY-
dc.identifier.doi10.1021/ja0010554-
dc.contributor.localauthorLim, Mi Hee-
dc.contributor.nonIdAuthorNam, W-
dc.contributor.nonIdAuthorMoon, SK-
dc.contributor.nonIdAuthorKim, C-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordPlusWATER-SOLUBLE METALLOPORPHYRINS-
dc.subject.keywordPlusO BOND-CLEAVAGE-
dc.subject.keywordPlusIRON PORPHYRIN-
dc.subject.keywordPlusCOMPOUND-I-
dc.subject.keywordPlusREBOUND MECHANISM-
dc.subject.keywordPlusCYTOCHROME-P450-
dc.subject.keywordPlusREACTIVITY-
dc.subject.keywordPlusEPOXIDATION-
dc.subject.keywordPlusENZYMES-
dc.subject.keywordPlusLIGAND-
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