Homeopathic ligand-free palladium as a catalyst in the Heck reaction. A comparison with a palladacycle

被引：523

作者：

de Vries, AHM ^{[1
]}

Mulders, JMCA ^{[1
]}

Mommers, JHM ^{[1
]}

Henderickx, HJW ^{[1
]}

de Vries, JG ^{[1
]}

机构：

[1] DSM Pharma Chem Adv Synth, Catalysis & Dev, NL-6160 MD Geleen, Netherlands

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 18期

关键词：

D O I：

10.1021/ol035184b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Ligand-free Pd(OAc)(2) can be used as a catalyst in the Heck reaction of aryl bromides as long as the amount of catalyst is kept between 0.01 and 0.1 mol %. At higher concentrations palladium black forms and the reaction stops. The actual catalyst is monomeric. Palladacycles merely serve as a source of ligand-free palladium in Heck reactions of aryl bromides.

引用

页码：3285 / 3288

页数：4

共 50 条

[1] A practical recycle of a ligand-free palladium catalyst for Heck reactions
de Vries, AHM
Parlevliet, FJ
Schmieder-van de Vondervoort, L
Mommers, JHM
Henderickx, HJW
Walet, MAM
de Vries, JG
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2002, 344 (09) : 996 - 1002
[2] Use of "homeopathic" ligand-free palladium as catalyst for aryl-aryl coupling reactions
Alimardanov, A
de Vondervoort, LSV
de Vries, AHM
de Vries, JG
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) : 1812 - 1817
[3] Study of “ligand-free” catalytic systems with low palladium content for the Heck reaction
V. V. Smirnov
A. Al Halaiqa
A. F. Shmidt
[J]. Russian Journal of Applied Chemistry, 2010, 83 : 453 - 457
[4] Study of "ligand-free" catalytic systems with low palladium content for the Heck reaction
Smirnov, V. V.
Al Halaiqa, A.
Shmidt, A. F.
[J]. RUSSIAN JOURNAL OF APPLIED CHEMISTRY, 2010, 83 (03) : 453 - 457
[5] Simple method for enhancement of the ligand-free palladium catalyst activity in the Heck reaction with non-activated bromoarenes
Schmidt, AF
Smirnov, VV
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 203 (1-2) : 75 - 78
[6] Ligand-free heck reaction:: Pd(OAc)2 as an active catalyst revisited
Yao, QW
Kinney, EP
Yang, Z
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (19): : 7528 - 7531
[7] Finely dispersed palladium on silk-fibroin as an efficient and ligand-free catalyst for Heck cross-coupling reaction
Mirzaei, Hakimeh
Eshghi, Hossein
Seyedi, Seyed Mohammad
[J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (11)
[8] Ligand-free palladium-catalyzed intramolecular Heck reaction of secondary benzylic bromides
Zhou, Wei
An, Guanghui
Zhang, Guangqian
Han, Jianlin
Pan, Yi
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (16) : 5833 - 5837
[9] Synthesis of α-Trifluoromethylacrylates by Ligand-Free Palladium-Catalyzed Mizoroki-Heck Reaction
Xiao, Pan
Schlinquer, Claire
Pannecoucke, Xavier
Bouillon, Jean-Philippe
Couve-Bonnaire, Samuel
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (04): : 2072 - 2082
[10] Encaging palladium(0) in layered double hydroxide: A sustainable catalyst for solvent-free and ligand-free Heck reaction in a ball mill
Shi, Wei
Yu, Jingbo
Jiang, Zhijiang
Shao, Qiaoling
Su, Weike
[J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2017, 13 : 1661 - 1668

← 1 2 3 4 5 →