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Synfacts 2006(5): 0481-0481
DOI: 10.1055/s-2006-934428
DOI: 10.1055/s-2006-934428
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Enantioselective Hydrogenolysis of [Cr(CO)3(5,8-Dibromonaphthalene)]
E. P. Kündig*, P. D. Chaudhuri, D. House, G. Bernardinelli
University of Geneva, Switzerland
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Publikationsverlauf
Publikationsdatum:
21. April 2006 (online)
Significance
Enantiopure arene-metal complexes are important substances for many synthetic transformations. This paper describes a particularly attractive method for the preparation of a (η6-arene)tricarbonylchromium(0) complex. Palladium-catalyzed hydrogenolysis of the 5,8-dibromonaphthalene complex was chosen as the substrate and a screening of solvent and hydride source revealed that dimethoxyethane (DME) and the more soluble LiBH4 gave the best yields with little over-reduction. The initial asymmetric reactions were preformed with bidentate P,P and P,N ligands, but the enantioselectivity was found to be optimal with the chiral, monodentate ligand 1.