Synthesis, structural, and electron topographical analyses of a dialkylbiaryl phosphine/arene-ligated palladium(I) dimer: Enhanced reactivity in Suzuki-Miyaura coupling reactions

被引：119

作者：

Barder, TE ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 03期

关键词：

D O I：

10.1021/ja0558995

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The treatment of bis(2-(dicyclohexylphosphino)-2',6'-dimethoxybiphenyl)PdCl2 with AgBF4 produces an air-stable phosphine/arene-ligated Pd(I) dimer with two seemingly identical Pd-arene interactions by X-ray crystallography. However, NMR and theoretical electron topographical analyses of this complex distinguish between these two interactions. One interaction is classified as an arenium-like complex, while the other is classified as a,pi-interaction. Additionally, this complex is a suitable precatalyst for high yielding Suzuki-Miyaura coupling reactions in short reaction times.

引用

页码：898 / 904

页数：7

共 36 条

[31] STABLE CARBOCATIONS .118 GENERAL CONCEPT AND STRUCTURE OF CARBOCATIONS BASED ON DIFFERENTIATION OF TRIVALENT (CLASSICAL) CARBENIUM IONS FROM 3-CENTER BOUND PENTACOORDINATED OR TETRACOORDINATED (NONCLASSICAL) CARBONIUM-IONS - ROLE OF CARBOCATIONS IN ELECTROPHILIC REACTIONS
OLAH, GA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (03) : 808 - &
[32] CLASSIFICATION OF CHEMICAL-BONDS BASED ON TOPOLOGICAL ANALYSIS OF ELECTRON LOCALIZATION FUNCTIONS
SILVI, B
SAVIN, A
[J]. NATURE, 1994, 371 (6499) : 683 - 686
[33] Unparalleled rates for the activation of aryl chlorides and bromides: Coupling with amines and boronic acids in minutes at room temperature
Stambuli, JP
Kuwano, R
Hartwig, JF
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (24) : 4746 - 4748
[34] Insights into the origin of high activity and stability of catalysts derived from bulky, electron-rich monophosphinobiaryl ligands in the Pd-catalyzed C-N bond formation
Strieter, ER
Blackmond, DG
Buchwald, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (46) : 13978 - 13980
[35] Tsuji J., 2004, PALLADIUM REAGENTS C, DOI DOI 10.1002/0470021209.CH1
[36] A rationally designed universal catalyst for Suzuki-Miyaura coupling processes
Walker, SD
Barder, TE
Martinelli, JR
Buchwald, SL
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (14) : 1871 - 1876

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