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Letter

α-Arylation of Ketones Using Highly Active, Air-Stable (DtBPF)PdX₂ (X = Cl, Br) Catalysts

Supporting Info

Gabriela A. Grasa and Thomas J. Colacot*

Johnson Matthey Catalysis and Chiral Technologies, 2001 Nolte Drive, West Deptford, New Jersey 08066

Org. Lett., 2007, 9 (26), pp 5489–5492

DOI: 10.1021/ol702430a

Publication Date (Web): November 22, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, colactj@jmusa.com

Abstract

α-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°) 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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Published In Issue December 20, 2007
Received October 4, 2007

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Letter

α-Arylation of Ketones Using Highly Active, Air-Stable (DtBPF)PdX₂ (X = Cl, Br) Catalysts