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RESOLUTION OF BENZYLCYCLOHEXYLPHENYLPHOSPHINE BY PALLADIUM(II)-AMINE METALLACYCLES. A NEW LIGAND FOR ASYMMETRIC HYDROVINYLATION
Published 1999 · Chemistry
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The synthesis of benzylcyclohexylphenylphosphine and its resolution by means of optically active palladium metallacycles are reported. The absolute configuration of (RC,SP)-[PdCl(C6H4CHMeNMe2)(PBzCyPh)] has been determined by single-crystal X-ray analyses. The allyl complex [Pd(η3-2-MeC3H4)(PBzCyPh)S]BF4, prepared in situ from [Pd(η3-2-MeC3H4)Cl(PBzCyPh)] and AgBF4 in CH2Cl2 solution, was used as a precatalyst for asymmetric hydrovinylation of styrene and 2-vinylnaphthalene. This system permits the synthesis of 3-phenyl-1-butene and 3-(2-naphthyl)-1-butene with good ee values working in very mild conditions of temperature (15 °C).