[reaction: see text] The activity of the complex (IPr)PdCl(eta2-N,C-C12H7NMe2), 1 [IPr = (N,N'-bis(2,6-diisopropylphenyl)imidazol)-2-ylidene], in the Suzuki-Miyaura cross-coupling reaction involving unactivated aryl chlorides and triflates with arylboronic acids at room temperature in technical grade 2-propanol is described. These conditions allow for the synthesis of di- and tri-ortho-substituted biaryls in very short reaction times. This complex also displays very high activity for alpha-ketone arylation and dehalogenation reactions of activated and unactivated aryl chlorides.
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(IPr)Pd(acac)Cl: an easily synthesized, efficient, and versatile precatalyst for C-N and C-C bond formation.
J Org Chem
May 2006
Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, USA.
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.
View Article and Find Full Text PDFSuzuki-Miyaura, alpha-ketone arylation and dehalogenation reactions catalyzed by a versatile N-heterocyclic carbene-palladacycle complex.
J Org Chem
January 2006
Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, USA.
[reaction: see text] The activity of the complex (IPr)PdCl(eta2-N,C-C12H7NMe2), 1 [IPr = (N,N'-bis(2,6-diisopropylphenyl)imidazol)-2-ylidene], in the Suzuki-Miyaura cross-coupling reaction involving unactivated aryl chlorides and triflates with arylboronic acids at room temperature in technical grade 2-propanol is described. These conditions allow for the synthesis of di- and tri-ortho-substituted biaryls in very short reaction times. This complex also displays very high activity for alpha-ketone arylation and dehalogenation reactions of activated and unactivated aryl chlorides.
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