Properties of (μ-Oxo)di-iron complexes and catalytic activity toward cyclohexane oxidation

Parrilha, Gabrieli L.; Ferreira, Sílvio Romero de Melo; Fernandes, Christiane; Silva, Giselle C.; Carvalho, Nakédia M. F.; Antunes, Octávio Augusto Ceva; Drago, Valderes; Bortoluzzi, Adaı́lton J.; Horn, Adolfo

doi:10.1590/s0103-50532010000400004

Cited by 18 publications

(5 citation statements)

References 21 publications

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“…131,132 Antunes and co-workers reported a series of tri-and tetradentate ligands of type 57a-57d ( Figure 10). [133][134][135] The corresponding iron complexes catalyse the oxidation of cyclohexane with H2O2 and mainly produce cyclohexanol and cyclohexanone. For example with 0.1 mol% [Fe III (57a)Cl3] as the catalyst 11.4% alcohol and 8.1% ketone with respect to the substrate are obtained.…”

Section: Iron Nonheme Complexes Bearing C- O-and S-donor Ligandsmentioning

confidence: 99%

Molecular iron complexes as catalysts for selective C–H bond oxygenation reactions

2015

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The selective oxygenation of C-H bonds is a promising and interesting task for both academia and chemical industry. Inspired by the efficiency and selectivity of naturally occurring enzymes, iron heme and nonheme complexes have proven to be valuable candidates for the development of environmentally friendly catalysts as alternative to traditional systems. This feature article summarises developments of the last decade regarding oxygenation reactions of aliphatic and aromatic substrates with various oxidants catalysed by molecular iron complexes. With a special focus on the catalytic performance of the systems, both the potential and the limitations as well as mechanistic aspects are discussed in some detail.

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Section: Iron Nonheme Complexes Bearing C- O-and S-donor Ligandsmentioning

confidence: 99%

Molecular iron complexes as catalysts for selective C–H bond oxygenation reactions

2015

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“…The X-ray crystal for compounds [Fe III (HPClNOL)Cl 2 ]•NO 3 (1) 19 [Cl(HPClNOL)Fe III 20 and [(SO 4 )(HPClNOL)Fe III -(m-O)-Fe III (HPClNOL)(SO 4 )]•6H 2 O (3) 10 reveal the absence of water molecules coordinated to the iron center. Thus, potentiometric titration studies were performed for all the compounds in order to evaluate whether water molecules would be coordinated to the iron ions in aqueous solution.…”

Section: Characterization Of the Iron(iii) Compounds By Potentiometri...mentioning

confidence: 99%

Investigation of the interaction of iron(iii) complexes with dAMP by ESI-MS, MALDI-MS and potentiometric titration: insights into synthetic nuclease behavior

et al. 2010

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We report herein the characterization by electrospray ionization (ESI) mass spectrometry (MS), matrix assisted laser desorption ionization (MALDI-MS) and potentiometric titration of three iron(III) compounds: [Fe(III)(HPClNOL)Cl2]·NO3 (1), [Cl(HPClNOL)Fe(III)-(μ-O)-Fe(III)(HPClNOL)Cl]·Cl2·H2O (2) and [(SO4)(HPClNOL)Fe(III)-(μ-O)-Fe(III)(HPClNOL)(SO4)]·6H2O (3), where HPClNOL= 1-(bis-pyridin-2-ylmethyl-amino)-3-chloropropan-2-ol). Despite the fact that the compounds have distinct structures in solid state and non-buffered solution, all compounds present similar ESI and MALDI mass spectra in a buffered medium (pH 7.0). At this pH, the species [(PClNOL)Fe(III)-(μ-O)-Fe(III)(PClNOL)](2+) (m/z 354) was observed for all the compounds under investigation. Potentiometric titration confirms a similar behavior for all compounds, indicating that the dihydroxo form [(OH)(HPClNOL)Fe(III)-(μ-O)-Fe(III)(HPClNOL)(OH)](2+) is the major species at pH 7.0, for all the compounds. The products of the interaction between compounds (1), (2) and (3) and dAMP (2'-deoxyadenosine-5'-monophosphate) in a buffered medium (pH 7.0) were identified by MALDI-MS/MS. The fragmentation data obtained by MS/MS allow one to identify the nature of the interaction between the iron(III) compounds and dAMP, revealing the direct interaction between the iron center and phosphate groups.

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“…In works [21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36] 4. ; 1-(bis-pyridin-2-ylmethylamino)-3-chloropropan-2-ol (L) have been described [21]. The electrochemical analysis showed that the dinuclear species is more stable under reduction in compound 3 than in compound 4.…”

Section: Introductionmentioning

confidence: 99%

Oxidation of Organic Compounds with Peroxides Catalyzed by Polynuclear Metal Compounds

Shul’pin

Shul’pina

2021

Catalysts

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The review describes articles that provide data on the synthesis and study of the properties of catalysts for the oxidation of alkanes, olefins, and alcohols. These catalysts are polynuclear complexes of iron, copper, osmium, nickel, manganese, cobalt, vanadium. Such complexes for example are: [Fe2(HPTB)(m-OH)(NO3)2](NO3)2·CH3OH·2H2O, where HPTB-¼N,N,N0,N0-tetrakis(2-benzimidazolylmethyl)-2-hydroxo-1,3-diaminopropane; complex [(PhSiO1,5)6]2[CuO]4[NaO0.5]4[dppmO2]2, where dppm-1,1-bis(diphenylphosphino)methane; (2,3-η-1,4-diphenylbut-2-en-1,4-dione)undecacarbonyl triangulotriosmium; phenylsilsesquioxane [(PhSiO1.5)10(CoO)5(NaOH)]; bi- and tri-nuclear oxidovanadium(V) complexes [{VO(OEt)(EtOH)}2(L2)] and [{VO(OMe)(H2O)}3(L3)]·2H2O (L2 = bis(2-hydroxybenzylidene)terephthalohydrazide and L3 = tris(2-hydroxybenzylidene)benzene-1,3,5-tricarbohydrazide); [Mn2L2O3][PF6]2 (L = 1,4,7-trimethyl-1,4,7-triazacyclononane). For comparison, articles are introduced describing catalysts for the oxidation of alkanes and alcohols with peroxides, which are simple metal salts or mononuclear metal complexes. In many cases, polynuclear complexes exhibit higher activity compared to mononuclear complexes and exhibit increased regioselectivity, for example, in the oxidation of linear alkanes. The review contains a description of some of the mechanisms of catalytic reactions. Additionally presented are articles comparing the rates of oxidation of solvents and substrates under oxidizing conditions for various catalyst structures, which allows researchers to conclude about the nature of the oxidizing species. This review is focused on recent works, as well as review articles and own original studies of the authors.

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Properties of (μ-Oxo)di-iron complexes and catalytic activity toward cyclohexane oxidation

Cited by 18 publications

References 21 publications

Molecular iron complexes as catalysts for selective C–H bond oxygenation reactions

Molecular iron complexes as catalysts for selective C–H bond oxygenation reactions

Investigation of the interaction of iron(iii) complexes with dAMP by ESI-MS, MALDI-MS and potentiometric titration: insights into synthetic nuclease behavior

Oxidation of Organic Compounds with Peroxides Catalyzed by Polynuclear Metal Compounds

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