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Structural modeling of iron halogenases: Synthesis and reactivity of halide-iron(iv)-oxo compounds

A structural synthetic model of the iron(IV)-oxo-halide active species of non-heme iron dependent halogenases is reported. Compounds with general formula [FeIV(O)(X)(Pytacn)]+ (1-X, X = Cl, Br) have been prepared and characterized spectroscopically and chemically with regard to their oxidizing ability. 1-X performs hydrogen-atom abstraction of C–H bonds at reaction rates 2–3 times faster than the corresponding solvato dicationic species, thus modelling the first step in C–H functionalization taking place in natural halogenation

The authors acknowledge the European Commission for project FP7-PEOPLE-2011-CIG-303522 (A.C.), the European Research Council for project ERC-009StG-239910 (M.C.), Generalitat de Catalunya for an ICREA Academia Award (M.C.) and a predoctoral FI fellowship to O.P., and the SpanishMinistry of Science for project CTQ2012-37420-C02-01/BQU (M.C.) and a Ramon y Cajal contract to A.C. J.-M.L. acknowledges the support, in part, of Labex ARCANE (ANR-11-LABX-0003-01). We thank Catexel for a generous gift of tritosyl-1,4,7-triazacyclononane. We are grateful for financial support from INNPLANTA project INP-2011-0059-PCT-420000-ACT1 to Dr X. Ribas

info:eu-repo/grantAgreement/MINECO//CTQ2012-37420-C02-01/ES/DISEÑO BIOINSPIRADO DE CATALIZADORES PARA LA OXIDACION DE ENLACES C-H, C=C Y AGUA/

Royal Society of Chemistry (RSC)

Director: European Research Council
Ministerio de Economía y Competitividad (Espanya)
Ministerio de Ciencia e Innovación (Espanya)
Autor: Planas Fàbrega, Oriol
Clémancey, Martin
Latour, Jean Marc
Company Casadevall, Anna
Costas Salgueiro, Miquel
Data: 22 juliol 2014
Resum: A structural synthetic model of the iron(IV)-oxo-halide active species of non-heme iron dependent halogenases is reported. Compounds with general formula [FeIV(O)(X)(Pytacn)]+ (1-X, X = Cl, Br) have been prepared and characterized spectroscopically and chemically with regard to their oxidizing ability. 1-X performs hydrogen-atom abstraction of C–H bonds at reaction rates 2–3 times faster than the corresponding solvato dicationic species, thus modelling the first step in C–H functionalization taking place in natural halogenation
The authors acknowledge the European Commission for project FP7-PEOPLE-2011-CIG-303522 (A.C.), the European Research Council for project ERC-009StG-239910 (M.C.), Generalitat de Catalunya for an ICREA Academia Award (M.C.) and a predoctoral FI fellowship to O.P., and the SpanishMinistry of Science for project CTQ2012-37420-C02-01/BQU (M.C.) and a Ramon y Cajal contract to A.C. J.-M.L. acknowledges the support, in part, of Labex ARCANE (ANR-11-LABX-0003-01). We thank Catexel for a generous gift of tritosyl-1,4,7-triazacyclononane. We are grateful for financial support from INNPLANTA project INP-2011-0059-PCT-420000-ACT1 to Dr X. Ribas
Format: application/pdf
Accés al document: http://hdl.handle.net/10256/10913
Llenguatge: eng
Editor: Royal Society of Chemistry (RSC)
Col·lecció: info:eu-repo/semantics/altIdentifier/doi/10.1039/c4cc03234a
info:eu-repo/semantics/altIdentifier/issn/1359-7345
info:eu-repo/semantics/altIdentifier/eissn/1364-548X
MICINN/PN 2011/INP-2011-0059-PCT-420000
info:eu-repo/grantAgreement/EC/FP7/303522/EU/Key insights into oxidation chemistry through synthetic systems: N2O activation with first-row transition-metals and O2 activation in heterobimetallic Fe-Ni systems/NEWOXMET
info:eu-repo/grantAgreement/EC/FP7/239910/EU/Bio-inspired Design of Catalysts for Selective Oxidations of C-H and C=C Bonds/BIDECASEOX
És part de: info:eu-repo/grantAgreement/MINECO//CTQ2012-37420-C02-01/ES/DISEÑO BIOINSPIRADO DE CATALIZADORES PARA LA OXIDACION DE ENLACES C-H, C=C Y AGUA/
Drets: Tots els drets reservats
Matèria: Ferro -- Compostos
Iron compounds
Oxidació
Oxidation
Títol: Structural modeling of iron halogenases: Synthesis and reactivity of halide-iron(iv)-oxo compounds
Tipus: info:eu-repo/semantics/article
Repositori: DUGiDocs

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