Bis(triphenylphosphine)palladium(II)phthalimide - an easily prepared precatalyst for efficient Suzuki-Miyaura coupling of aryl bromides

被引:32
作者
Chaignon, NM [1 ]
Fairlamb, IJS [1 ]
Kapdi, AR [1 ]
Taylor, RJK [1 ]
Whitwood, AC [1 ]
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
palladium; cross-coupling; biaryls; heteroaryls; catalysis;
D O I
10.1016/j.molcata.2004.05.008
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this paper we report the synthesis and application of a novel palladium(II) complex, bis(triphenylphosphine)palladium(II)phthalimide 1. Its utility in the Suzuki-Miyaura coupling of aryl bromides with a variety of aryl- and heteroarylboronic acids, under relatively mild conditions, is described. Complex 1 is easily prepared from tetrakis(triphenylphosphine)palladium(0) and phthalimide in 78% yield and is air, light and moisture stable. On following the kinetics of the cross-coupling reaction of 4-nitro-1-bromobenzene with phenylboronic acid, mediated by 1 (1 mol%) in THF/aqueous 1 M NaCO3 (1/1, v/v) at 60degreesC, an initial induction period is observed, indicating that 1 is a precatalyst. The described work extends on our recent finding that 'imidate' type ligands have an influence in palladium-catalysed cross-coupling processes. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:191 / 199
页数:9
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