Synthesis, Characterization, and Reactivity of Hypochloritoiron(III) Porphyrin Complexes

被引：38

作者：

Cong, Zhiqi ^{[1
,2
]}

Yanagisawa, Sachiko ^{[3
,4
]}

Kurahashi, Takuya ^{[1
,2
]}

Ogura, Takashi ^{[3
,4
]}

Nakashima, Satoru ^{[3
,4
]}

Fujii, Hiroshi ^{[1
,2
]}

机构：

[1] Natl Inst Nat Sci, Inst Mol Sci, Okazaki, Aichi 4448787, Japan

[2] Natl Inst Nat Sci, Okazaki Inst Integrat Biosci, Okazaki, Aichi 4448787, Japan

[3] Univ Hyogo, Grad Sch Life Sci, Dept Life Sci, Koto Ku, Ako, Hyogo 6781297, Japan

[4] Univ Hyogo, Grad Sch Life Sci, Picobiol Inst, Koto Ku, Ako, Hyogo 6781297, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 51期

关键词：

CHLOROPEROXIDASE COMPOUND-I; NUCLEAR-MAGNETIC-RESONANCE; PI-CATION RADICALS; OXIDATION REACTIONS; OLEFIN EPOXIDATION; HYDROGEN-PEROXIDE; OXYGEN SOURCE; MYELOPEROXIDASE; CHLORIDE; HEME;

D O I：

10.1021/ja3108774

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A hypochloritoiron(III) porphyrin species has been proposed as a key intermediate in an antimicrobial defense system in neutrophils and in hemecatalyzed chlorination reactions. We report herein the preparation, spectroscopic characterization, and reactivity of the bis(hypochlorito)iron(III) porphyrin complex [(TPFP)Fe-III(OC1)(2)](-) (1) and the imidazole-hypochloritoiron complexes (TPFP)Fe-III(OC1)(1-R-Im) [R = CH3 (2), H (3), CH2CO2H (4)], in which TPFP is 5,10,15,20-tetrakis(pentafluorophenyl)porphyrinate. The structures of 1-4 were confirmed by absorption, H-2 and F-19 NMR, EPR, and resonance Raman spectroscopy and electrospray ionization mass spectrometry at low temperature. The reactions of 1 and 2 with various organic substrates show that 1 and 2 are capable of chlorination, sulfoxidation, and epoxidation reactions and that 1 is much more reactive with these substrates than 2.

引用

页码：20617 / 20620

页数：4

共 50 条

[1] SYNTHESIS, CHARACTERIZATION, AND REACTIVITY OF NOVEL ORGANOCHROMIUM(III) PORPHYRIN COMPLEXES
TOSCANO, PJ
BRAND, H
DIMAURO, PT
ORGANOMETALLICS, 1993, 12 (01) : 30 - 35
[2] Synthesis, Characterization, and Reactivity of Hypochlorito-Iron(III) Porphyrin Complexes
Fujii, H.
Cong, Z.
Kurahashi, T.
Yanagisawa, S.
Ogura, T.
JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2014, 19 : S159 - S159
[3] SYNTHESIS, CHARACTERIZATION, AND REACTIVITY OF HETEROBIMETALLIC PORPHYRIN COMPLEXES
JONES, NL
WAYLAND, BB
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1985, 189 (APR-): : 56 - INOR
[4] SYNTHESIS, CHARACTERIZATION, AND REACTIVITY OF OXOMANGANESE(IV) PORPHYRIN COMPLEXES
GROVES, JT
STERN, MK
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (26) : 8628 - 8638
[5] Synthesis and characterization of porphyrin complexes of iron(III) and manganese(III)
Krishna, V
Agarwal, DD
Bayrappa, G
Rastogi, R
INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 1998, 37 (10): : 918 - 920
[6] Synthesis and characterization of iron(II) and iron(III) porphyrin complexes
Adeyemo, Adegboye O.
Butts, Dannyelle
Baker, Jannie
Olubajo, Olarongbe
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 196 - 196
[7] Synthesis, characterization, and reactivity of Iridium(III) dithiolate complexes
Ketcham, Ryan R.
Parkin, Sean R.
Ladipo, Folami T.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 387 - 387
[8] SYNTHESIS AND REACTIVITY OF BORON PORPHYRIN COMPLEXES
BROTHERS, PJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 240 - INOR
[9] SYNTHESIS AND REACTIVITY OF TANTALUM PORPHYRIN COMPLEXES
DAWSON, DY
ARNOLD, J
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 461 - INOR
[10] SYNTHESIS AND REACTIVITY OF OSMIUM PORPHYRIN COMPLEXES
WOO, LK
SMITH, DA
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 202 : 299 - INOR

← 1 2 3 4 5 →