Experimental and theoretical evidence for nonheme iron (III) alkylperoxo species as sluggish oxidants in oxygenation reactions

被引：59

作者：

Seo, Mi Sook

Kamachi, Takashi

Kouno, Tomohisa

Murata, Koji

Park, Mi Joo

Yoshizawa, Kazunari ^{[1
]}

Nam, Wonwoo

机构：

[1] Kyushu Univ, Inst Mat Chem & Engn, Fukuoka 8128581, Japan

[2] Ewha Womans Univ, Dept Chem, Div Nanosci, Seoul 120750, South Korea

[3] Ewha Womans Univ, Dept Chem, Ctr Biomimet Syst, Seoul 120750, South Korea

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 13期

关键词：

density functional calculations; enzyme models; iron; oxo ligands; oxygenation;

D O I：

10.1002/anie.200604219

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The active oxidant that oxygenates organic substrates is an iron(IV) oxo intermediate, namely, [(tpa)FeIV(O)(CH3CN)]2+ (2), which is formed through O-O bond homolysis, according to experimental and computational studies on the reactivity of nonheme iron(III) alkylperoxo complex [(tpa)FeIII(OOtBu)(CH3CN)]2+ (1), which was shown to be a sluggish electrophilic oxidant that is incapable of oxygenating organic substrates. tpa = tris(2-pyridylmethyl)amine. (Chemical Equation Presented). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2291 / 2294

页数：4

共 50 条

[31] Nonheme Iron Imido Complexes Bearing a Non-Innocent Ligand: A Synthetic Chameleon Species in Oxidation Reactions
Li, Xiao-Xi
Lu, Xiaoyan
Park, Jae Woo
Cho, Kyung-Bin
Nam, Wonwoo
CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (69) : 17495 - 17503
[32] Experimental and theoretical study of iron(III) salts with penicillin and cephalosporin anions
Alekseev, V. G.
Golubeva, M. V.
Nikol'skii, V. M.
RUSSIAN JOURNAL OF INORGANIC CHEMISTRY, 2013, 58 (12) : 1536 - 1541
[33] Experimental and theoretical study of iron(III) salts with penicillin and cephalosporin anions
V. G. Alekseev
M. V. Golubeva
V. M. Nikol’skii
Russian Journal of Inorganic Chemistry, 2013, 58 : 1536 - 1541
[34] Iron-Catalyzed Enantioselective Epoxidations with Various Oxidants: Evidence for Different Active Species and Epoxidation Mechanisms
Zima, Alexandra M.
Lyakin, Oleg Y.
Ottenbacher, Roman V.
Bryliakov, Konstantin P.
Talsi, Evgenii P.
ACS CATALYSIS, 2017, 7 (01): : 60 - 69
[35] Reactions of mononuclear non-heme iron(III) complexes with an organic peracid: Evidence for high-valent iron-oxo species
Consugar, MB
Mehn, MP
Que, L
JOURNAL OF INORGANIC BIOCHEMISTRY, 1999, 74 (1-4) : 230 - 230
[36] Synthesis and characterization of novel alkylperoxo mononuclear iron(III) complexes with a tripodal pyridylamine ligand: A model for peroxo intermediates in reactions catalyzed by non-heme iron enzymes
Wada, A
Ogo, S
Watanabe, Y
Mukai, M
Kitagawa, T
Jitsukawa, K
Masuda, H
Einaga, H
INORGANIC CHEMISTRY, 1999, 38 (16) : 3592 - +
[37] Oxygen-18 Kinetic Isotope Effects of Nonheme Iron Enzymes HEPD and MPnS Support Iron(III) Superoxide as the Hydrogen Abstraction Species
Zhu, Hui
Peck, Spencer C.
Bonnot, Florence
van der Donk, Wilfred A.
Klinman, Judith P.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (33) : 10448 - 10451
[38] Experimental and theoretical evidence of the first Au(I)•••Bi(III) interaction
Fernandez, Eduardo J.
Laguna, Antonio
Lopez-de-Luzuriaga, Jose M.
Monge, Miguel
Nema, Mihai
Olmos, M. Elena
Perez, Javier
Silvestru, Cristian
CHEMICAL COMMUNICATIONS, 2007, (06) : 571 - 573
[39] Investigations into the metal species of the homogeneous iron(III) catalyzed Michael addition reactions
Bauer, M
Kauf, T
Christoffers, J
Bertagnolli, H
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2005, 7 (13) : 2664 - 2670
[40] Iodobenzene diacetate as an efficient terminal oxidant in iron(III) porphyrin complex-catalyzed oxygenation reactions
Park, SE
Song, R
Nam, W
INORGANICA CHIMICA ACTA, 2003, 343 : 373 - 376

← 1 2 3 4 5 →