Synthesis · 1998 · 34 citations · 0 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCoordination ChemistryHeterocyclic ChemistryLigand BindingLigand-based DesignMolecular SymmetryChiral Catalyst DesignEnantioselective CatalysisEnantioselective Catalyst DesignEnantioselective Synthesis
A concept for bisphosphane ligands was developed, in which chirality is derived from the optically active (1R,3R,4S)-menthyl substituents in PMen2 groups and the backbone between the phosphorus units is varied (o-phenylene, 2,2′-biphenylene, 1,1′-ferrocenediyl); one of the two PMen2 groups was also replaced by a PPh2 unit. The synthesis and characterisation of seven new menthylphosphanes is described. Emphasis is put on the NMR assignment of the menthyl protons by two-dimensional methods and 13C-1H shift correlation. The ligands have been used in Rh and Ni complexes in several model reactions of enantioselective catalysis giving optical inductions in the low to middle range.