Catalytic oxidation of alcohols and sulfides with hydrogen peroxide using isoindoline and phthalazine-based diiron complexes

Miklós Szávuly, Szilvió D. Szilvási, Róbert Csonka, Dániel Klesitz, G. Speier, Michel Giorgi, J. Kaizer

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

A series of diiron(III) complexes of 1,3-bis(2′-arylimino) isoindoline, [(Fe(L)Cl)2O] and 1,4-di-(2′-aryl) aminophthalazine, [Fe2(μ-OMe)2(H2L)Cl 4], including new structurally characterized ligands, 1,4-di-(4′-methyl-2′-thiazolyl)aminophthalazine and 1,4-di-(2′-benzthiazolyl)-aminophthalazine, have been characterized, and used as catalysts for the oxidation of para-substituted phenyl methyl sulfides and benzyl alcohols. Hammett correlations and kinetic isotope effect experiments support the involvement of electrophilic metal-based oxidants. In case of [(Fe(L1,2)Cl)2O] catalysts, direct correlation has been found between the oxidative and catalase-like activity.

Original languageEnglish
Pages (from-to)317-324
Number of pages8
JournalJournal of Molecular Catalysis A: Chemical
Volume393
DOIs
Publication statusPublished - Nov 1 2014

Fingerprint

Catalytic oxidation
Sulfides
hydrogen peroxide
Hydrogen peroxide
Hydrogen Peroxide
sulfides
Benzyl Alcohols
alcohols
Alcohols
catalysts
catalase
oxidation
Catalysts
Oxidants
Isotopes
isotope effect
Catalase
Metals
Ligands
Oxidation

Keywords

  • Alcohols
  • Hydrogen peroxide
  • Iron
  • Oxidations
  • Sulfides

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Process Chemistry and Technology

Cite this

Catalytic oxidation of alcohols and sulfides with hydrogen peroxide using isoindoline and phthalazine-based diiron complexes. / Szávuly, Miklós; Szilvási, Szilvió D.; Csonka, Róbert; Klesitz, Dániel; Speier, G.; Giorgi, Michel; Kaizer, J.

In: Journal of Molecular Catalysis A: Chemical, Vol. 393, 01.11.2014, p. 317-324.

Research output: Contribution to journalArticle

Szávuly, Miklós ; Szilvási, Szilvió D. ; Csonka, Róbert ; Klesitz, Dániel ; Speier, G. ; Giorgi, Michel ; Kaizer, J. / Catalytic oxidation of alcohols and sulfides with hydrogen peroxide using isoindoline and phthalazine-based diiron complexes. In: Journal of Molecular Catalysis A: Chemical. 2014 ; Vol. 393. pp. 317-324.
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AU - Szávuly, Miklós

AU - Szilvási, Szilvió D.

AU - Csonka, Róbert

AU - Klesitz, Dániel

AU - Speier, G.

AU - Giorgi, Michel

AU - Kaizer, J.

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AB - A series of diiron(III) complexes of 1,3-bis(2′-arylimino) isoindoline, [(Fe(L)Cl)2O] and 1,4-di-(2′-aryl) aminophthalazine, [Fe2(μ-OMe)2(H2L)Cl 4], including new structurally characterized ligands, 1,4-di-(4′-methyl-2′-thiazolyl)aminophthalazine and 1,4-di-(2′-benzthiazolyl)-aminophthalazine, have been characterized, and used as catalysts for the oxidation of para-substituted phenyl methyl sulfides and benzyl alcohols. Hammett correlations and kinetic isotope effect experiments support the involvement of electrophilic metal-based oxidants. In case of [(Fe(L1,2)Cl)2O] catalysts, direct correlation has been found between the oxidative and catalase-like activity.

KW - Alcohols

KW - Hydrogen peroxide

KW - Iron

KW - Oxidations

KW - Sulfides

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