(IPr)Pd(acac)Cl: an easily synthesized, efficient, and versatile precatalyst for C-N and C-C bond formation

Nicolas Marion; Elise C Ecarnot; Oscar Navarro; Dino Amoroso; Andrew Bell; Steven P Nolan

doi:10.1021/jo060190h

(IPr)Pd(acac)Cl: an easily synthesized, efficient, and versatile precatalyst for C-N and C-C bond formation

J Org Chem. 2006 May 12;71(10):3816-21. doi: 10.1021/jo060190h.

Authors

Nicolas Marion¹, Elise C Ecarnot, Oscar Navarro, Dino Amoroso, Andrew Bell, Steven P Nolan

Affiliation

¹ Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, USA.

PMID: 16674054
DOI: 10.1021/jo060190h

Abstract

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 alpha-ketone arylation reactions. A wide range of substrates has been screened, including unactivated, sterically hindered, and heterocyclic aryl chlorides.