Selenium-Ligated Palladium(II) Complexes as Highly Active Catalysts for Carbon−Carbon Coupling Reactions:  The Heck Reaction

Three selenium-ligated Pd(II) complexes were readily synthesized and shown to be extremely active catalysts for the Heck reaction of various aryl bromides, including deactivated and heterocyclic ones. The catalytic activity of the selenide-based Pd(II) complexes not only rivals but vastly outperform...

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Bibliographic Details
Published in:Organic letters 2004-08, Vol.6 (17), p.2997-2999
Main Authors: Yao, Qingwei, Kinney, Elizabeth P, Zheng, Chong
Format: Article
Language:English
Subjects:
Catalysis
Indicators and Reagents
Molecular Structure
Organometallic Compounds - chemical synthesis
Organometallic Compounds - chemistry
Organophosphorus Compounds - chemistry
Oxidation-Reduction
Palladium - chemistry
Selenium - chemistry
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Summary:Three selenium-ligated Pd(II) complexes were readily synthesized and shown to be extremely active catalysts for the Heck reaction of various aryl bromides, including deactivated and heterocyclic ones. The catalytic activity of the selenide-based Pd(II) complexes not only rivals but vastly outperforms that of the corresponding phosphorus and sulfur analogues. Practical advantages of the selenium-based catalysts include their straightforward synthesis and high activity in the absence of any additives as well as the enhanced stability of the selenide ligands toward air oxidation.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0486977