η2-dba complexes of Pd(0):: The substituent effect in Suzuki-Miyaura coupling

被引：153

作者：

Fairlamb, IJS ^{[1
]}

Kapdi, AR ^{[1
]}

Lee, AF ^{[1
]}

机构：

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 24期

关键词：

D O I：

10.1021/ol048413i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The influence of aryl substituents in dibenzylidene acetone (dba) ligands, for Pd(0) complexes, has been evaluated for Suzuki-Miyaura cross-coupling reactions. Electron-withdrawing substituents such as NO2 or CF3 deactivate the catalyst species whereas strongly donating substituents such as Me increase catalytic activity over that of unsubstituted dba ligands.

引用

页码：4435 / 4438

页数：4

共 33 条

[21] Bioactive 4-substituted-6-methyl-2-pyrones with promising cytotoxicity against A2780 and K562 cell lines
Marrison, LR
Dickinson, JM
Fairlamb, IJS
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (24) : 3509 - 3513
[22] An efficient synthesis of 4-alkenyl/alkynyl-6-methyl-2-pyrones via Pd-catalysed coupling on 4-bromo-6-methyl-2-pyrone
Marrison, LR
Dickinson, JM
Ahmed, R
Fairlamb, IJS
[J]. TETRAHEDRON LETTERS, 2002, 43 (49) : 8853 - 8857
[23] A general method for the Suzuki-Miyaura cross-coupling of sterically hindered aryl chlorides: Synthesis of di- and tri-ortho-substituted biaryls in 2-propanol at room temperature
Navarro, O
Kelly, RA
Nolan, SP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (52) : 16194 - 16195
[24] Negishi E., 2002, HDB ORGANOPALLADIUM
[25] Important consequences for gas chromatographic analysis of the Sonogashira cross-coupling reaction
Niemelä, EH
Lee, AF
Fairlamb, IJS
[J]. TETRAHEDRON LETTERS, 2004, 45 (18) : 3593 - 3595
[26] A highly active catalyst for palladium-catalyzed cross-coupling reactions: Room-temperature Suzuki couplings and amination of unactivated aryl chlorides
Old, DW
Wolfe, JP
Buchwald, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (37) : 9722 - 9723
[27] Suzuki A, 1998, METAL-CATALYZED CROSS-COUPLING REACTIONS, P49
[28] A NOVEL PALLADIUM(O) COMPLEX - BIS(DIBENZYLIDENEACETONE)PALLADIUM(O)
TAKAHASH.Y
ITO, T
SAKAI, S
ISHII, Y
[J]. JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1970, (17): : 1065 - &
[29] Wolfe JP, 1999, ANGEW CHEM INT EDIT, V38, P2413, DOI 10.1002/(SICI)1521-3773(19990816)38:16<2413::AID-ANIE2413>3.0.CO
[30] 2-H

← 1 2 3 4 →