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Experimental and Theoretical Evidence for Nonheme Iron(III) Alkylperoxo Species as Sluggish Oxidants in Oxygenation Reactions
Author(s) -
Seo Mi Sook,
Kamachi Takashi,
Kouno Tomohisa,
Murata Koji,
Park Mi Joo,
Yoshizawa Kazunari,
Nam Wonwoo
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200604219
Subject(s) - chemistry , homolysis , reactivity (psychology) , electrophile , amine gas treating , tris , oxygenate , medicinal chemistry , combinatorial chemistry , organic chemistry , radical , catalysis , biochemistry , alternative medicine , pathology , medicine
The active oxidant that oxygenates organic substrates is an iron(IV) oxo intermediate, namely, [(tpa)Fe IV (O)(CH 3 CN)] 2+ ( 2 ), which is formed through OO bond homolysis, according to experimental and computational studies on the reactivity of nonheme iron(III) alkylperoxo complex [(tpa)Fe III (OO t Bu)(CH 3 CN)] 2+ ( 1 ), which was shown to be a sluggish electrophilic oxidant that is incapable of oxygenating organic substrates. tpa=tris(2‐pyridylmethyl)amine.