Ortho-hydroxylation of benzoic acids with hydrogen peroxide at a non-heme iron center

被引：87

作者：

Taktak, S

Flook, M

Foxman, BM

Que, L

Rybak-Akimova, EV

Akimova, R

机构：

[1] Tufts Univ, Dept Chem, Medford, MA 02155 USA

[2] Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

[3] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

[4] Univ Minnesota, Ctr Met Biocatalysis, Minneapolis, MN 55455 USA

来源：

CHEMICAL COMMUNICATIONS | 2005年 / 42期

关键词：

D O I：

10.1039/b508004e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The iron-assisted hydroxylation of benzoic acid to salicylic acid by 1/H2O2 has been achieved in good yield under mild conditions (where 1 is [Fe(II)(BPMEN)(CH3CN)(2)](ClO4)(2) and BPMEN = N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2- diamine); the product of this reaction is a novel mononuclear iron(III) complex with a chelating salicylate.

引用

页码：5301 / 5303

页数：3

共 33 条

[1] Intramolecular aromatic hydroxylation mediated by a dinuclear iron complex:: an oxo-FeIV FeIV active intermediate is suggested
Avenier, F
Dubois, L
Latour, JM
[J]. NEW JOURNAL OF CHEMISTRY, 2004, 28 (07) : 782 - 784
[2] Non-heme iron polyazadentate complexes as catalysts for oxidations by H2O2:: particular efficiency in aromatic hydroxylations and beneficial effects of a reducing agent
Balland, V
Mathieu, D
Pons-Y-Moll, N
Bartoli, JF
Banse, F
Battioni, P
Girerd, JJ
Mansuy, D
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 215 (1-2) : 81 - 87
[3] Unusual efficiency of a non-heme iron complex as catalyst for the hydroxylation of aromatic compounds by hydrogen peroxide: comparison with iron porphyrins
Bartoli, JF
Lambert, F
Morgenstern-Badarau, I
Battioni, P
Mansuy, D
[J]. COMPTES RENDUS CHIMIE, 2002, 5 (04) : 263 - 266
[4] Ligand effect on the iron-catalysed biphasic oxidation of aromatic hydrocarbons by hydrogen peroxide
Bianchi, D
Bertoli, M
Tassinari, R
Ricci, M
Vignola, R
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 204 : 419 - 424
[5] Evidence for the participation of a high-valent iron-oxo species in stereospecific alkane hydroxylation by a non-heme iron catalyst
Chen, K
Que, L
[J]. CHEMICAL COMMUNICATIONS, 1999, (15) : 1375 - 1376
[6] Olefin cis-dihydroxylation versus epoxidation by non-heme iron catalysts:: Two faces of an FeIII-OOH coin
Chen, K
Costas, M
Kim, JH
Tipton, AK
Que, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (12) : 3026 - 3035
[7] Modeling Rieske dioxygenases:: The first example of iron-catalyzed asymmetric cis-dihydroxylation of olefins
Costas, M
Tipton, AK
Chen, K
Jo, DH
Que, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (27) : 6722 - 6723
[8] Biomimetic nonheme iron catalysts for alkane hydroxylation
Costas, M
Chen, K
Que, L
[J]. COORDINATION CHEMISTRY REVIEWS, 2000, 200 : 517 - 544
[9] Characterization of low-spin ferric hydroperoxo complexes with N,N′-dimethyl-N,N′-bis(2-pyridylmethyl)-1,2-diaminoethane
Duban, EA
Bryliakov, KP
Talsi, EP
[J]. MENDELEEV COMMUNICATIONS, 2005, 15 (01) : 12 - 14
[10] Controlling the regiospecific oxidation of aromatics via active site engineering of toluene para-monooxygenase of Ralstonia pickettii PKO1
Fishman, A
Tao, Y
Rui, LY
Wood, TK
[J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2005, 280 (01) : 506 - 514

← 1 2 3 4 →