Stereospecific C-H Oxidation with H2O2 Catalyzed by a Chemically Robust Site-Isolated Iron Catalyst

被引：224

作者：

Gomez, Laura ^{[1
]}

Garcia-Bosch, Isaac ^{[1
]}

Company, Anna ^{[1
]}

Benet-Buchholz, Jordi ^{[2
]}

Polo, Alfonso ^{[1
]}

Sala, Xavier ^{[2
]}

Ribas, Xavi ^{[1
]}

Costas, Miquel ^{[1
]}

机构：

[1] Univ Girona, Dept Quim, Campus Montilivi, Girona 17071, Spain

[2] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 31期

关键词：

catalyst design; homogeneous catalysis; hydrogen peroxide; iron; oxidation; ALKANE HYDROXYLATION; EFFICIENT; COMPLEX; BONDS; ACID; EPOXIDATION; METHYL(TRIFLUOROMETHYL)DIOXIRANE; OXYFUNCTIONALIZATION; FUNCTIONALIZATION; OXYGENATION;

D O I：

10.1002/anie.200901865

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Check for cavities: An exceptionally active nonheme iron catalyst employs H2O2 as an oxidant for the stereospecific hydroxylation of alkanes (see scheme). The iron site is located in a chemically robust cavity made up by the ligands. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：5720 / 5723

页数：4

共 45 条

[1]

[Anonymous], ANGEW CHEM

[2] REGIOSELECTIVE OXYFUNCTIONALIZATION OF UNACTIVATED TERTIARY AND SECONDARY C-H BONDS OF ALKYLAMINES BY METHYL(TRIFLUOROMETHYL)DIOXIRANE IN ACID-MEDIUM [J].

ASENSIO, G ;

GONZALEZNUNEZ, ME ;

BERNARDINI, CB ;

MELLO, R ;

ADAM, W .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (16) :7250-7253

[3]

Bergman RG, 2007, NATURE, V446, P391, DOI 10.1038/446391a

[4] Oxaziridine-mediated catalytic hydroxylation of unactivated 3° C-H bonds using hydrogen peroxide [J].

Brodsky, BH ;

Du Bois, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (44) :15391-15393

[5] Stereospecific alkane hydroxylation by non-heme iron catalysts:: Mechanistic evidence for an FeV=O active species [J].

Chen, K ;

Que, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (26) :6327-6337

[6] A predictably selective aliphatic C-H oxidation reaction for complex molecule synthesis [J].

Chen, Mark S. ;

White, M. Christina .

SCIENCE, 2007, 318 (5851) :783-787

[7] A novel platform for modeling oxidative catalysis in non-heme iron oxygenases with unprecedented efficiency [J].

Company, Anna ;

Gomez, Laura ;

Fontrodona, Xavier ;

Ribas, Xavi ;

Costas, Miquel .

CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (19) :5727-5731

[8] Alkane hydroxylation by a nonheme iron catalyst that challenges the heme paradigm for oxygenase action [J].

Company, Anna ;

Gomez, Laura ;

Gueell, Mireia ;

Ribas, Xavi ;

Luis, Josep M. ;

Que, Lawrence, Jr. ;

Costas, Miquel .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (51) :15766-+

[9] Iron-catalysed carbon-heteroatom and heteroatom-heteroatom bond forming processes [J].

Correa, Arkaitz ;

Mancheno, Olga Garcia ;

Bolm, Carsten .

CHEMICAL SOCIETY REVIEWS, 2008, 37 (06) :1108-1117

[10] Modeling Rieske dioxygenases:: The first example of iron-catalyzed asymmetric cis-dihydroxylation of olefins [J].

Costas, M ;

Tipton, AK ;

Chen, K ;

Jo, DH ;

Que, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (27) :6722-6723

← 1 2 3 4 5 →