Iron-catalyzed selective biaryl coupling: Remarkable suppression of homocoupling by the fluoride anion

被引：253

作者：

Hatakeyama, Takuji ^{[1
]}

Nakamura, Masaharu ^{[1
]}

机构：

[1] Kyoto Univ, Inst Chem Res, Int Res Ctr Elements Sci, Uji, Kyoto 6110011, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 32期

关键词：

D O I：

10.1021/ja073084l

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In the presence of iron(III) fluoride and 1,3-bis(2,6-di-i-propylphenyl)imidazolinium chloride, aryl magnesium bromides react with aryl chlorides to give the corresponding cross-coupling products, unsymmetrical biaryls, in good to excellent yields.

引用

页码：9844 / +

页数：3

共 26 条

[1] A square-planar organoiron(III) compound with a spin-admixed state
Alonso, Pablo J.
Arauzo, Ana B.
Fornies, Juan
Garcia-Monforte, M. Angeles
Martin, Antonio
Martinez, Jesus I.
Menjon, Babil
Rillo, Conrado
Saiz-Garitaonandia, Jose J.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (40) : 6707 - 6711
[2] BAUDOIN O, 2003, STUD NAT PROD CHEM J, V29, P1109
[3] 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
[4] Iron(III) salen-type catalysts for the cross-coupling of aryl Grignards with alkyl halides bearing β-hydrogens
Bedford, RB
Bruce, DW
Frost, RM
Goodby, JW
Hird, M
[J]. CHEMICAL COMMUNICATIONS, 2004, (24) : 2822 - 2823
[5] An iron-containing ionic liquid as recyclable catalyst for aryl grignard cross-coupling of alkyl halides
Bica, K
Gaertner, P
[J]. ORGANIC LETTERS, 2006, 8 (04) : 733 - 735
[6] Iron-catalyzed reactions in organic synthesis
Bolm, C
Legros, J
Le Paih, J
Zani, L
[J]. CHEMICAL REVIEWS, 2004, 104 (12) : 6217 - 6254
[7] Selected patented cross-coupling reaction technologies
Corbet, Jean-Pierre
Mignani, Gerard
[J]. CHEMICAL REVIEWS, 2006, 106 (07) : 2651 - 2710
[8] Unusual structure and reactivity of a homoleptic "super-ate" complex of iron:: Implications for Grignard additions, cross-coupling reactions, and the Kharasch deconjugation
Fürstner, A
Krause, H
Lehmann, CW
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (03) : 440 - 444
[9] Advances in iron catalyzed cross coupling reactions
Fürstner, A
Martin, R
[J]. CHEMISTRY LETTERS, 2005, 34 (05) : 624 - 629
[10] Iron-catalyzed cross-coupling reactions
Fürstner, A
Leitner, A
Méndez, M
Krause, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (46) : 13856 - 13863

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