Low temperature reaction of [Fe(TPA)(CH3CN)(2)](2+) with excess 3-chloroperoxybenzoic acid in semi-frozen acetonitrile; EPR detection of an acylperoxo iron(III) adduct

Gregorio Guisado-Barrios; Yiteng Zhang; Andrew M. Harkins; David T. Richens

doi:10.1016/j.inoche.2012.02.022

Low temperature reaction of [Fe(TPA)(CH3CN)(2)](2+) with excess 3-chloroperoxybenzoic acid in semi-frozen acetonitrile; EPR detection of an acylperoxo iron(III) adduct

Gregorio Guisado-Barrios, Yiteng Zhang, Andrew M. Harkins, David T. Richens^*

^*Corresponding author for this work

School of Chemistry

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

Abstract

Treatment of [(TPA)Fe-II(CH3CN)(2)](2+) (TPA = tris(2-pyridylmethyl)amine) with excess (>= 2 Eq) of 3-chloroperoxybenzoic acid (mCPBA) in semi-frozen acetonitrile in liquid N-2 vapour generates a rhombic EPR signal assigned to the S = 1/2 low spin acylperoxoiron(III) species [(TPA)Fe(O3CC6H4-3Cl)(CH3CN)](2+) 5; the elusive precursor on the pathway to [(TPA)Fe-III(5-chlorosalicylate)](+) 4 via putative [(TPA) Fe-v(O)(O2CC6H4-3Cl)](2+). Formation of cyclohexene epoxide in the presence of added cyclohexene at low temperatures (

Original language	English
Pages (from-to)	81-85
Number of pages	5
Journal	Inorganic Chemistry Communications
Volume	20
DOIs	https://doi.org/10.1016/j.inoche.2012.02.022
Publication status	Published - Jun 2012

Keywords

TPA
Acylperoxoiron
EPR
Cyclohexene epoxidation
mCPBA
Salicylate
STEREOSPECIFIC ALKANE HYDROXYLATION
NONHEME OXOIRON(IV) COMPLEXES
FE-IV=O COMPLEXES
O BOND-CLEAVAGE
HYDROGEN-PEROXIDE
ACETIC-ACID
PORPHYRIN COMPLEXES
DIOXYGEN ACTIVATION
OLEFIN EPOXIDATION
ALKENE EPOXIDATION

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10.1016/j.inoche.2012.02.022

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@article{9b9b84f04120483c8c291bb04b3830f0,

title = "Low temperature reaction of [Fe(TPA)(CH3CN)(2)](2+) with excess 3-chloroperoxybenzoic acid in semi-frozen acetonitrile; EPR detection of an acylperoxo iron(III) adduct",

abstract = "Treatment of [(TPA)Fe-II(CH3CN)(2)](2+) (TPA = tris(2-pyridylmethyl)amine) with excess (>= 2 Eq) of 3-chloroperoxybenzoic acid (mCPBA) in semi-frozen acetonitrile in liquid N-2 vapour generates a rhombic EPR signal assigned to the S = 1/2 low spin acylperoxoiron(III) species [(TPA)Fe(O3CC6H4-3Cl)(CH3CN)](2+) 5; the elusive precursor on the pathway to [(TPA)Fe-III(5-chlorosalicylate)](+) 4 via putative [(TPA) Fe-v(O)(O2CC6H4-3Cl)](2+). Formation of cyclohexene epoxide in the presence of added cyclohexene at low temperatures (",

keywords = "TPA, Acylperoxoiron, EPR, Cyclohexene epoxidation, mCPBA, Salicylate, STEREOSPECIFIC ALKANE HYDROXYLATION, NONHEME OXOIRON(IV) COMPLEXES, FE-IV=O COMPLEXES, O BOND-CLEAVAGE, HYDROGEN-PEROXIDE, ACETIC-ACID, PORPHYRIN COMPLEXES, DIOXYGEN ACTIVATION, OLEFIN EPOXIDATION, ALKENE EPOXIDATION",

author = "Gregorio Guisado-Barrios and Yiteng Zhang and Harkins, {Andrew M.} and Richens, {David T.}",

year = "2012",

month = jun,

doi = "10.1016/j.inoche.2012.02.022",

language = "English",

volume = "20",

pages = "81--85",

journal = "Inorganic Chemistry Communications",

issn = "1387-7003",

publisher = "Elsevier Science BV",

}

Low temperature reaction of [Fe(TPA)(CH3CN)(2)](2+) with excess 3-chloroperoxybenzoic acid in semi-frozen acetonitrile; EPR detection of an acylperoxo iron(III) adduct. / Guisado-Barrios, Gregorio; Zhang, Yiteng; Harkins, Andrew M. et al.
In: Inorganic Chemistry Communications, Vol. 20, 06.2012, p. 81-85.

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

TY - JOUR

T1 - Low temperature reaction of [Fe(TPA)(CH3CN)(2)](2+) with excess 3-chloroperoxybenzoic acid in semi-frozen acetonitrile; EPR detection of an acylperoxo iron(III) adduct

AU - Guisado-Barrios, Gregorio

AU - Zhang, Yiteng

AU - Harkins, Andrew M.

AU - Richens, David T.

PY - 2012/6

Y1 - 2012/6

N2 - Treatment of [(TPA)Fe-II(CH3CN)(2)](2+) (TPA = tris(2-pyridylmethyl)amine) with excess (>= 2 Eq) of 3-chloroperoxybenzoic acid (mCPBA) in semi-frozen acetonitrile in liquid N-2 vapour generates a rhombic EPR signal assigned to the S = 1/2 low spin acylperoxoiron(III) species [(TPA)Fe(O3CC6H4-3Cl)(CH3CN)](2+) 5; the elusive precursor on the pathway to [(TPA)Fe-III(5-chlorosalicylate)](+) 4 via putative [(TPA) Fe-v(O)(O2CC6H4-3Cl)](2+). Formation of cyclohexene epoxide in the presence of added cyclohexene at low temperatures (

AB - Treatment of [(TPA)Fe-II(CH3CN)(2)](2+) (TPA = tris(2-pyridylmethyl)amine) with excess (>= 2 Eq) of 3-chloroperoxybenzoic acid (mCPBA) in semi-frozen acetonitrile in liquid N-2 vapour generates a rhombic EPR signal assigned to the S = 1/2 low spin acylperoxoiron(III) species [(TPA)Fe(O3CC6H4-3Cl)(CH3CN)](2+) 5; the elusive precursor on the pathway to [(TPA)Fe-III(5-chlorosalicylate)](+) 4 via putative [(TPA) Fe-v(O)(O2CC6H4-3Cl)](2+). Formation of cyclohexene epoxide in the presence of added cyclohexene at low temperatures (

KW - TPA

KW - Acylperoxoiron

KW - EPR

KW - Cyclohexene epoxidation

KW - mCPBA

KW - Salicylate

KW - STEREOSPECIFIC ALKANE HYDROXYLATION

KW - NONHEME OXOIRON(IV) COMPLEXES

KW - FE-IV=O COMPLEXES

KW - O BOND-CLEAVAGE

KW - HYDROGEN-PEROXIDE

KW - ACETIC-ACID

KW - PORPHYRIN COMPLEXES

KW - DIOXYGEN ACTIVATION

KW - OLEFIN EPOXIDATION

KW - ALKENE EPOXIDATION

U2 - 10.1016/j.inoche.2012.02.022

DO - 10.1016/j.inoche.2012.02.022

M3 - Article

SN - 1387-7003

VL - 20

SP - 81

EP - 85

JO - Inorganic Chemistry Communications

JF - Inorganic Chemistry Communications

ER -

Low temperature reaction of [Fe(TPA)(CH3CN)(2)](2+) with excess 3-chloroperoxybenzoic acid in semi-frozen acetonitrile; EPR detection of an acylperoxo iron(III) adduct

Abstract

Keywords

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