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

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