An iron(II)[1,3-bis(2'-pyridylimino)isoindoline] complex as a catalyst for substrate oxidation with H2O2 - Evidence for a transient peroxidodiiron(III) species

József S. Pap; Matthew A. Cranswick; É Balogh-Hergovich; Gábor Baráth; Michel Giorgi; Gregory T. Rohde; József Kaizer; Gábor Speier; Lawrence Que

doi:10.1002/ejic.201300162

An iron(II)[1,3-bis(2'-pyridylimino)isoindoline] complex as a catalyst for substrate oxidation with H₂O₂ - Evidence for a transient peroxidodiiron(III) species

József S. Pap
, Matthew A. Cranswick
, É Balogh-Hergovich
, Gábor Baráth
, Michel Giorgi
, Gregory T. Rohde
, József Kaizer
, Gábor Speier
, Lawrence Que

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

43 Scopus citations

Abstract

The complex [Fe(indH)(solvent)₃](ClO₄)₂ (1) has been isolated from the reaction of equimolar amounts of 1,3-bis(2'-pyridylimino)isoindoline (indH) and Fe(ClO₄)₂ in acetonitrile and characterized by X-ray crystallography and several spectroscopic techniques. It is a suitable catalyst for the oxidation of thioanisoles and benzyl alcohols with H2O2 as the oxidant. Hammett correlations and kinetic isotope effect experiments support the involvement of an electrophilic metalbased oxidant. A metastable green species (2) is observed when 1 is reacted with H₂O₂ at -40 °C and has a Fe^III(μ-O)(μ-O₂)Fe^III core on the basis of UV/Vis, electron paramagnetic resonance, resonance Raman, and X-ray absorption spectroscopic data.

Original language	English (US)
Pages (from-to)	3858-3866
Number of pages	9
Journal	European Journal of Inorganic Chemistry
Issue number	22-23
DOIs	https://doi.org/10.1002/ejic.201300162
State	Published - 2013

Keywords

Iron
N ligands
Oxidation
Peroxido ligands
Tridentate ligands

Publisher link

10.1002/ejic.201300162

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Cite this

Pap, J. S., Cranswick, M. A., Balogh-Hergovich, É., Baráth, G., Giorgi, M., Rohde, G. T., Kaizer, J., Speier, G., & Que, L. (2013). An iron(II)[1,3-bis(2'-pyridylimino)isoindoline] complex as a catalyst for substrate oxidation with H₂O₂ - Evidence for a transient peroxidodiiron(III) species. European Journal of Inorganic Chemistry, (22-23), 3858-3866. https://doi.org/10.1002/ejic.201300162

An iron(II)[1,3-bis(2'-pyridylimino)isoindoline] complex as a catalyst for substrate oxidation with H₂O₂ - Evidence for a transient peroxidodiiron(III) species. / Pap, József S.; Cranswick, Matthew A.; Balogh-Hergovich, É et al.
In: European Journal of Inorganic Chemistry, No. 22-23, 2013, p. 3858-3866.

Research output: Contribution to journal › Article › peer-review

Pap, JS, Cranswick, MA, Balogh-Hergovich, É, Baráth, G, Giorgi, M, Rohde, GT, Kaizer, J, Speier, G & Que, L 2013, 'An iron(II)[1,3-bis(2'-pyridylimino)isoindoline] complex as a catalyst for substrate oxidation with H₂O₂ - Evidence for a transient peroxidodiiron(III) species', European Journal of Inorganic Chemistry, no. 22-23, pp. 3858-3866. https://doi.org/10.1002/ejic.201300162

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title = "An iron(II)[1,3-bis(2'-pyridylimino)isoindoline] complex as a catalyst for substrate oxidation with H2O2 - Evidence for a transient peroxidodiiron(III) species",

abstract = "The complex [Fe(indH)(solvent)3](ClO4)2 (1) has been isolated from the reaction of equimolar amounts of 1,3-bis(2'-pyridylimino)isoindoline (indH) and Fe(ClO4)2 in acetonitrile and characterized by X-ray crystallography and several spectroscopic techniques. It is a suitable catalyst for the oxidation of thioanisoles and benzyl alcohols with H2O2 as the oxidant. Hammett correlations and kinetic isotope effect experiments support the involvement of an electrophilic metalbased oxidant. A metastable green species (2) is observed when 1 is reacted with H2O2 at -40 °C and has a FeIII(μ-O)(μ-O2)FeIII core on the basis of UV/Vis, electron paramagnetic resonance, resonance Raman, and X-ray absorption spectroscopic data.",

keywords = "Iron, N ligands, Oxidation, Peroxido ligands, Tridentate ligands",

author = "Pap, \{J{\'o}zsef S.\} and Cranswick, \{Matthew A.\} and {\'E} Balogh-Hergovich and G{\'a}bor Bar{\'a}th and Michel Giorgi and Rohde, \{Gregory T.\} and J{\'o}zsef Kaizer and G{\'a}bor Speier and Lawrence Que",

year = "2013",

doi = "10.1002/ejic.201300162",

language = "English (US)",

pages = "3858--3866",

journal = "European Journal of Inorganic Chemistry",

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AU - Pap, József S.

AU - Cranswick, Matthew A.

AU - Balogh-Hergovich, É

AU - Baráth, Gábor

AU - Giorgi, Michel

AU - Rohde, Gregory T.

AU - Kaizer, József

AU - Speier, Gábor

AU - Que, Lawrence

PY - 2013

Y1 - 2013

N2 - The complex [Fe(indH)(solvent)3](ClO4)2 (1) has been isolated from the reaction of equimolar amounts of 1,3-bis(2'-pyridylimino)isoindoline (indH) and Fe(ClO4)2 in acetonitrile and characterized by X-ray crystallography and several spectroscopic techniques. It is a suitable catalyst for the oxidation of thioanisoles and benzyl alcohols with H2O2 as the oxidant. Hammett correlations and kinetic isotope effect experiments support the involvement of an electrophilic metalbased oxidant. A metastable green species (2) is observed when 1 is reacted with H2O2 at -40 °C and has a FeIII(μ-O)(μ-O2)FeIII core on the basis of UV/Vis, electron paramagnetic resonance, resonance Raman, and X-ray absorption spectroscopic data.

AB - The complex [Fe(indH)(solvent)3](ClO4)2 (1) has been isolated from the reaction of equimolar amounts of 1,3-bis(2'-pyridylimino)isoindoline (indH) and Fe(ClO4)2 in acetonitrile and characterized by X-ray crystallography and several spectroscopic techniques. It is a suitable catalyst for the oxidation of thioanisoles and benzyl alcohols with H2O2 as the oxidant. Hammett correlations and kinetic isotope effect experiments support the involvement of an electrophilic metalbased oxidant. A metastable green species (2) is observed when 1 is reacted with H2O2 at -40 °C and has a FeIII(μ-O)(μ-O2)FeIII core on the basis of UV/Vis, electron paramagnetic resonance, resonance Raman, and X-ray absorption spectroscopic data.

KW - Iron

KW - N ligands

KW - Oxidation

KW - Peroxido ligands

KW - Tridentate ligands

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DO - 10.1002/ejic.201300162

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SN - 1434-1948

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JO - European Journal of Inorganic Chemistry

JF - European Journal of Inorganic Chemistry

IS - 22-23

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