Oxygen transfer involving nonheme iron: the influence of leaving group ability on the rate constant for oxygen transfer to (EDTA)Fe(III) from peroxycarboxylic acids and hydroperoxides. | Zendy

P. N. Balasubramanian | Zendy; Thomas C. Bruice | Zendy

Open Access

Oxygen transfer involving nonheme iron: the influence of leaving group ability on the rate constant for oxygen transfer to (EDTA)Fe(III) from peroxycarboxylic acids and hydroperoxides.

Author(s) -

P. N. Balasubramanian,

Thomas C. Bruice

Publication year - 1987

Publication title -

proceedings of the national academy of sciences

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.011

H-Index - 771

eISSN - 1091-6490

pISSN - 0027-8424

DOI - 10.1073/pnas.84.7.1734

Subject(s) - chemistry , alkyl , oxygen , heterolysis , reaction rate constant , moiety , medicinal chemistry , oxygen atom , solvent , inorganic chemistry , stereochemistry , organic chemistry , kinetics , molecule , catalysis , physics , quantum mechanics

Ethylenediaminetetraacetato iron(III) [(EDTA)Fe(III)] has been shown to react with a series of four peroxycarboxylic acids and four alkyl hydroperoxides (YOOH; dry methanol solvent, 30 degrees C) by heterolytic O-O bond scission that accompanies the transfer of an oxygen atom to the iron(III) moiety [(EDTA)Fe(III) + YOOH----[(EDTA)(FeO)]+ + YOH]. A single linear free-energy relationship exists for both peroxycarboxylic acids and alkyl hydroperoxides when the logarithm of the second-order rate constant (kYOOH) for reaction of YOOH species with (EDTA)Fe(III) is plotted vs. the pKa of the YOH leaving group.

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