A monocarboxylate-bridged diiron(III) μ-oxido complex that catalyzes alkane oxidation by hydrogen peroxide

被引:14
作者
Jarenmark, Martin [1 ]
Turitsyna, Elena A. [2 ]
Haukka, Matti [3 ]
Shteinman, Albert A. [2 ]
Nordlander, Ebbe [1 ]
机构
[1] Lund Univ, Ctr Chem & Chem Engn, Inorgan Chem Res Grp, SE-22100 Lund, Sweden
[2] Inst Problems Chem Phys, Chernogolovka 142432, Russia
[3] Univ Joensuu, Dept Chem, FI-80101 Joensuu, Finland
基金
瑞典研究理事会;
关键词
DISTINCT IRON SITES; C-H BONDS; METHANE MONOOXYGENASE; HYDROXYLATION; ACTIVATION; MANGANESE; LIGANDS; HISTORY; ENZYMES; MODELS;
D O I
10.1039/c0nj00293c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of the ligand 2-(N-isopropyl-N-{(2-pyridyl)methyl}aminomethyl)- 6-(N-(carboxymethyl)-N-((2-pyridyl)-methyl) aminomethyl)- 4-methylphenol (H(2)IPCPMP) with two equivalents of Fe(ClO(4))(2) and two equivalents of sodium pivalate in air leads to the formation of the mu-oxido, mu-carboxylato-bridged diiron complex [{Fe(H-IPCPMP)}(2)(mu-O)(Piv)]ClO(4) (1) (Piv = pivalate). Complex 1 is capable of catalysing the oxidation of cyclohexane or 1,2-cis-dimethylcyclohexane by hydrogen peroxide, leading to the formation of the corresponding cyclohexanone and cyclohexanol, as well as a small amount of cyclohexyl hydroperoxide.
引用
收藏
页码:2118 / 2121
页数:4
相关论文
共 38 条
[1]   Phenoxyl radical complexes of gallium, scandium, iron and manganese [J].
Adam, B ;
Bill, E ;
Bothe, E ;
Goerdt, B ;
Haselhorst, G ;
Hildenbrand, K ;
Sokolowski, A ;
Steenken, S ;
Weyhermuller, T ;
Wieghardt, K .
CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (02) :308-319
[2]   Mechanistic studies on the hydroxylation of methane by methane monooxygenase [J].
Baik, MH ;
Newcomb, M ;
Friesner, RA ;
Lippard, SJ .
CHEMICAL REVIEWS, 2003, 103 (06) :2385-2419
[3]   AN EMPIRICAL CORRECTION FOR ABSORPTION ANISOTROPY [J].
BLESSING, RH .
ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :33-38
[4]   Synthesis and characterization of a family of binuclear non-heme iron monooxygenase model compounds: Evidence for a "phenolate/amide carbonyl (PAC) shift" upon oxidation [J].
Cappillino, Patrick J. ;
Tarves, Paul C. ;
Rowe, Gerard T. ;
Lewis, Andrew J. ;
Harvey, Mark ;
Rogge, Corina ;
Stassinopoulos, Adonis ;
Lo, Wayne ;
Armstrong, William H. ;
Caradonna, John P. .
INORGANICA CHIMICA ACTA, 2009, 362 (07) :2136-2150
[5]   Biomimetic nonheme iron catalysts for alkane hydroxylation [J].
Costas, M ;
Chen, K ;
Que, L .
COORDINATION CHEMISTRY REVIEWS, 2000, 200 :517-544
[6]   The Leeuwenhoek Lecture 2000 - The natural and unnatural history of methane-oxidizing bacteria [J].
Dalton, H .
PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY B-BIOLOGICAL SCIENCES, 2005, 360 (1458) :1207-1222
[7]   2-Phenoxypyridyl Dinucleating Ligands for Assembly of Diiron(II) Complexes: Efficient Reactivity with O2 To Form (μ-Oxo)diiron(III) Units [J].
Do, Loi H. ;
Lippard, Stephen J. .
INORGANIC CHEMISTRY, 2009, 48 (22) :10708-10719
[8]   Large scale ab initio quantum chemical calculation of the intermediates in the soluble methane monooxygenase catalytic cycle [J].
Dunietz, BD ;
Beachy, MD ;
Cao, YX ;
Whittington, DA ;
Lippard, SJ ;
Friesner, RA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (12) :2828-2839
[9]  
Farrugia L. J., 1999, Journal of Applied Crystallography, V32, P837, DOI [DOI 10.1107/S0021889812029111, 10.1107/S0021889899006020, DOI 10.1107/S0021889899006020]
[10]   C-H bond functionalization in complex organic synthesis [J].
Godula, K ;
Sames, D .
SCIENCE, 2006, 312 (5770) :67-72