Highly effective activation of aryl chlorides for Suzuki coupling in aqueous media using a ferrocene-based Pd(II)–diimine catalyst

The Suzuki coupling of aryl chlorides with boronic acids using a ferrocene-containing Pd(II)–diimine complex as catalyst, in aqueous media, under microwave heating is reported. A small amount of the catalyst (0.1%) was found to be highly effective for coupling unactivated aryl chlorides with boronic...

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Bibliographic Details
Published inTetrahedron letters Vol. 53; no. 19; pp. 2388 - 2391
Main Authors Hanhan, Murat Emre, Martínez-Máñez, Ramon, Ros-Lis, Jose Vicente
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 09.05.2012
Elsevier
Subjects
Aromatic compounds
Aryl chlorides
Catalysts
Chemistry
Chemistry, Organic
Chlorides
Green chemistry
Iodides
Joining
Media
Microwave irradiation
Microwaves
Pd(II) complexes
Physical Sciences
Science & Technology
Suzuki coupling
Tetrahedrons
Suzuki coupling
Microwave irradiation
RITSDBBDISHDIZ-HSAGGQNOSA-K
Green chemistry
Aryl chlorides
Pd(II) complexes
HALIDES
SYSTEM
COMPLEXES
CONVENIENT
ARYLBORONIC ACIDS
MILD
CROSS-COUPLINGS
LIGANDS
MIYAURA
WATER
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Summary:The Suzuki coupling of aryl chlorides with boronic acids using a ferrocene-containing Pd(II)–diimine complex as catalyst, in aqueous media, under microwave heating is reported. A small amount of the catalyst (0.1%) was found to be highly effective for coupling unactivated aryl chlorides with boronic acids to form sterically hindered ortho-substituted biaryls. The same catalyst also enabled the coupling of aryl bromides and iodides with various boronic acids in very high yields. The catalyst is air stable and the catalytic reaction can be completed in 15min.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.02.102