Simplifying Iron-Phosphine Catalysts for Cross-Coupling Reactions

被引：96

作者：

Bedford, Robin B. ^{[1
]}

Carter, Emma ^{[2
]}

Cogswell, Paul M. ^{[1
]}

Gower, Nicholas J. ^{[1
]}

Haddow, Mairi F. ^{[1
]}

Harvey, Jeremy N. ^{[1
]}

Murphy, Damien M. ^{[2
]}

Neeve, Emily C. ^{[1
]}

Nunn, Joshua ^{[1
]}

机构：

[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

[2] Cardiff Univ, Sch Chem, Cardiff CF10 3TB, S Glam, Wales

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 04期

基金：

英国工程与自然科学研究理事会;

关键词：

alkyl halides; catalysis; cross-coupling; iron; phosphine ligands; ALKYL-HALIDES; GRIGNARD-REAGENTS; COMPLEXES;

D O I：

10.1002/anie.201207868

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Any old iron? Iron catalysts based on the widely available diphosphine ligand bis(diphenylphosphino)ethane have not previously fared particularly well in iron-catalyzed cross-coupling processes. However, this turns out not to be due to any inherently poor performance associated with the ligand, but rather the need to form a bis-chelate complex, either before or during the formation of an active FeI species. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1285 / 1288

页数：4

共 25 条

[1] Iron-catalyzed annulation reaction of arylindium reagents and alkynes to produce substituted naphthalenes
Adak, Laksmikanta
Yoshikai, Naohiko
[J]. TETRAHEDRON, 2012, 68 (26) : 5167 - 5171
[2] Iron(I) in Negishi Cross-Coupling Reactions
Adams, Christopher J.
Bedford, Robin B.
Carter, Emma
Gower, Nicholas J.
Haddow, Mairi F.
Harvey, Jeremy N.
Huwe, Michael
Angeles Cartes, M.
Mansell, Stephen M.
Mendoza, Carla
Murphy, Damien M.
Neeve, Emily C.
Nunn, Joshua
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (25) : 10333 - 10336
[3] MOSSBAUER AND PREPARATIVE STUDIES OF SOME IRON(II) COMPLEXES OF DIPHOSPHINES
BARCLAY, JE
LEIGH, GJ
HOULTON, A
SILVER, J
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1988, (11): : 2865 - 2870
[4] Iron-phosphine, -phosphite, -arsine, and -carbene catalysts for the coupling of primary and secondary 2 alkyl halides with aryl Grignard reagents
Bedford, RB
Betham, M
Bruce, DW
Danopoulos, AA
Frost, RM
Hird, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (03) : 1104 - 1110
[5] Simple mixed Fe-Zn catalysts for the Suzuki couplings of tetraarylborates with benzyl halides and 2-halopyridines
Bedford, Robin B.
Hall, Mark A.
Hodges, George R.
Huwe, Michael
Wilkinson, Mark C.
[J]. CHEMICAL COMMUNICATIONS, 2009, (42) : 6430 - 6432
[6] Iron-catalysed Negishi coupling of benzyl halides and phosphates
Bedford, Robin B.
Huwe, Michael
Wilkinson, Mark C.
[J]. CHEMICAL COMMUNICATIONS, 2009, (05) : 600 - 602
[7] SYNTHESIS, CHARACTERIZATION, AND ELECTROCHEMICAL STUDIES OF IRON, COBALT, AND NICKEL-COMPLEXES OF POLYPHOSPHINE LIGANDS
DUBOIS, DL
MIEDANER, A
[J]. INORGANIC CHEMISTRY, 1986, 25 (26) : 4642 - 4650
[8] Ekomie A., 2012, ANGEW CHEM, V124, P7048
[9] Iron-Catalyzed Reductive Radical Cyclization of Organic Halides in the Presence of NaBH4: Evidence of an Active Hydrido Iron(I) Catalyst
Ekomie, Audrey
Lefevre, Guillaume
Fensterbank, Louis
Lacote, Emmanuel
Malacria, Max
Ollivier, Cyril
Jutand, Anny
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (28) : 6942 - 6946
[10] Gargano M., 1973, J CHEM SOC CHEM COMM, p233b

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