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Catalytic Activity of Chloro and Triflate Manganese(II) Complexes in Epoxidation Reactions: Reusable Catalytic Systems for Alkene Epoxidation

The catalytic oxidation of a series of alkenes by three MnII complexes, MnCl2[(-)-L]2 (1), ({MnCl[(-)-L]}2(-Cl)2) (2), and Mn(CF3SO3)2[(-)-L]2 (3), having the bidentate N-ligand (-)-pinene[5,6]bipyridine, (-)-L, and using peracetic acid as oxidant in acetonitrile is described. The performance of catalysts 1 and 2 is enhanced by the use of additives (NaHCO3 and imidazole) and also using a [bmim]/acetonitrile mixture as reaction media. The latter conditions allow recyclability of the catalytic system, keeping good selectivity and conversion values in some cases. The nature of the species formed in acetonitrile after the addition of peracetic acid has been investigated through EPR and UV/Vis spectroscopy. The results point to the formation of high-valent manganese species, among which a di--oxo-bridged Mn2(III,IV) binuclear species was unambiguously identified for complex 3 through a typical 16-line EPR signature

This research has been financed by the Spanish Ministerio de Ciencia e Innovacion (MICINN) through project CTQ2010-21532-C02-01. J. R. thanks the Universitat of Girona for a predoctoral grant. F. M., C. D. and M. N. C. acknowledge the Reseau National de RPE Interdisciplinaire TGE CNRS for EPR measurements facilities and the Labex programm ARCANE (grant number ANR-11-LABX-0003-01)

Wiley-VCH Verlag

Director: Ministerio de Ciencia e Innovación (Espanya)
Autor: Rich Masallera, Jordi
Manrique Salas, Ester
Molton, Florian
Duboc, Carole
Collomb, Marie-Noëlle
Rodríguez Pizarro, Montserrat
Romero García, Isabel
Data: 2014
Resum: The catalytic oxidation of a series of alkenes by three MnII complexes, MnCl2[(-)-L]2 (1), ({MnCl[(-)-L]}2(-Cl)2) (2), and Mn(CF3SO3)2[(-)-L]2 (3), having the bidentate N-ligand (-)-pinene[5,6]bipyridine, (-)-L, and using peracetic acid as oxidant in acetonitrile is described. The performance of catalysts 1 and 2 is enhanced by the use of additives (NaHCO3 and imidazole) and also using a [bmim]/acetonitrile mixture as reaction media. The latter conditions allow recyclability of the catalytic system, keeping good selectivity and conversion values in some cases. The nature of the species formed in acetonitrile after the addition of peracetic acid has been investigated through EPR and UV/Vis spectroscopy. The results point to the formation of high-valent manganese species, among which a di--oxo-bridged Mn2(III,IV) binuclear species was unambiguously identified for complex 3 through a typical 16-line EPR signature
This research has been financed by the Spanish Ministerio de Ciencia e Innovacion (MICINN) through project CTQ2010-21532-C02-01. J. R. thanks the Universitat of Girona for a predoctoral grant. F. M., C. D. and M. N. C. acknowledge the Reseau National de RPE Interdisciplinaire TGE CNRS for EPR measurements facilities and the Labex programm ARCANE (grant number ANR-11-LABX-0003-01)
Format: application/pdf
Accés al document: http://hdl.handle.net/10256/11712
Llenguatge: eng
Editor: Wiley-VCH Verlag
Col·lecció: info:eu-repo/semantics/altIdentifier/doi/10.1002/ejic.201402032
info:eu-repo/semantics/altIdentifier/issn/1434-1948
info:eu-repo/semantics/altIdentifier/eissn/1099-0682
info:eu-repo/grantAgreement/MICINN//CTQ2010-21532-C02-01/ES/MIMETIZACION DE PROCESOS BIOINORGANICOS Y APLICACIONES CATALITICAS CON COMPUESTOS DE METALES DE TRANSICION./
Drets: Tots els drets reservats
Matèria: Catàlisi
Catalysis
Oxidació
Oxidation
Manganès
Manganese
Reaccions químiques
Chemical reactions
Títol: Catalytic Activity of Chloro and Triflate Manganese(II) Complexes in Epoxidation Reactions: Reusable Catalytic Systems for Alkene Epoxidation
Tipus: info:eu-repo/semantics/article
Repositori: DUGiDocs

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