(IPr)Pd(acac)Cl:  An Easily Synthesized, Efficient, and Versatile Precatalyst for C−N and C−C Bond Formation

A very straightforward synthesis of (IPr)Pd(acac)Cl from two commercially available starting materials, Pd(acac)2 and IPr·HCl [acac = acetylacetonate; IPr = N,N‘-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], has been developed. The resulting complex, (IPr)Pd(acac)Cl (1), has proven to be a highly a...

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Bibliographic Details
Published in:Journal of organic chemistry 2006-05, Vol.71 (10), p.3816-3821
Main Authors: Marion, Nicolas, Ecarnot, Elise C, Navarro, Oscar, Amoroso, Dino, Bell, Andrew, Nolan, Steven P
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Organic chemistry
Preparations and properties
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Summary:A very straightforward synthesis of (IPr)Pd(acac)Cl from two commercially available starting materials, Pd(acac)2 and IPr·HCl [acac = acetylacetonate; IPr = N,N‘-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], has been developed. The resulting complex, (IPr)Pd(acac)Cl (1), has proven to be a highly active PdII precatalyst in the Buchwald−Hartwig and the α-ketone arylation reactions. A wide range of substrates has been screened, including unactivated, sterically hindered, and heterocyclic aryl chlorides.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo060190h