Monomolecular, nanosized and heterogenized palladium catalysts for the Heck reaction

被引：159

作者：

Trzeciak, Anna M. ^{[1
]}

Ziolkowski, Jozef J. ^{[1
]}

机构：

[1] Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

来源：

COORDINATION CHEMISTRY REVIEWS | 2007年 / 251卷 / 9-10期

关键词：

Heck reaction; palladium; nanoparticles; Pd(0) colloid; heterogenized palladium catalyst;

D O I：

10.1016/j.ccr.2006.11.013

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The review comprises discussion concerning transformations of soluble and insoluble palladium catalysts during the Heck reaction. Special attention is paid to two essential stages of the Heck reaction: reduction of Pd(II) in precursor to Pd(0) and oxidative addition of the main substrate, aryl halide, to Pd(0) in a form of monomolecular or nanosized Pd(0) colloid. It was shown that both, soluble and insoluble, palladium precursors form at the presence of the tetrabutyl ammonium salt soluble Pd(II) complexes of general formula [Bu4N](2)[PdPhxX4-x] Formation of these soluble complexes explains the change of Pd(0) nanoparticles size during the Heck reaction. Additionally the Heck reaction can proceed on the surface of Pd(0) nanoparticles (stabilized colloids). (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：1281 / 1293

页数：13

共 94 条

[1] A review of modern transition-metal nanoclusters: their synthesis, characterization, and applications in catalysis
Aiken, JD
Finke, RG
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 145 (1-2) : 1 - 44
[2] Non-conventional methodologies for transition-metal catalysed carbon-carbon coupling: a critical overview. Part 1: The Heck reaction
Alonso, F
Beletskaya, IP
Yus, M
[J]. TETRAHEDRON, 2005, 61 (50) : 11771 - 11835
[3] RATES AND MECHANISM OF THE FORMATION OF ZEROVALENT PALLADIUM COMPLEXES FROM MIXTURES OF PD(OAC)(2) AND TERTIARY PHOSPHINES AND THEIR REACTIVITY IN OXIDATIVE ADDITIONS
AMATORE, C
CARRE, E
JUTAND, A
MBARKI, MA
[J]. ORGANOMETALLICS, 1995, 14 (04) : 1818 - 1826
[4] Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions
Amatore, C
Jutand, A
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (05) : 314 - 321
[5] Mechanistic and kinetic studies of palladium catalytic systems
Amatore, C
Jutand, A
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) : 254 - 278
[6] The development of palladium catalysts for C-C and C-heteroatom bond forming reactions of aryl chloride substrates
Bedford, RB
Cazin, CSJ
Holder, D
[J]. COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) : 2283 - 2321
[7] The heck reaction as a sharpening stone of palladium catalysis
Beletskaya, IP
Cheprakov, AV
[J]. CHEMICAL REVIEWS, 2000, 100 (08) : 3009 - 3066
[8] PROGRESS IN HYDROFORMYLATION AND CARBONYLATION
BELLER, M
CORNILS, B
FROHNING, CD
KOHLPAINTNER, CW
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 104 (01) : 17 - 85
[9] Biffis A, 2001, EUR J INORG CHEM, P1131
[10] Palladium metal catalysts in Heck C-C coupling reactions
Biffis, A
Zecca, M
Basato, M
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 173 (1-2) : 249 - 274

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