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Org Lett. 2007 Dec 20;9(26):5489-92. Epub 2007 Nov 22.

alpha-arylation of ketones using highly active, air-stable (DtBPF)PdX2 (X = Cl, Br) catalysts.

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  • 1Johnson Matthey Catalysis and Chiral Technologies, 2001 Nolte Drive, West Deptford, New Jersey 08066, USA.

Abstract

alpha-Arylation of various ketones with aryl chlorides and bromides using the well-defined and air-stable (DtBPF)PdX2 (X = Cl, Br) catalysts gave 80-100% yield of the coupled products under relatively mild conditions at low catalyst loadings. The X-ray structure of (DtBPF)PdCl2 revealed the largest P-Pd-P bite angle (104.2 degrees ) for a ferrocenyl bisphosphine ligand. 31P NMR monitoring of (DtBPF)PdCl2-catalyzed reaction of 4-chlorotoluene with propiophenone indicated that DtBPF remained coordinated in a bidentate mode during the catalytic cycle.

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