SYNTHESIS AND MOLECULAR-STRUCTURE OF ENANTIOPURE -[(1-N,N-DIMETHYLAMINO)-1,3-PROPANEDIYL]-FERROCENE AND ITS PALLADIUM DICHLORIDE COMPLEX, ANEW LIGAND FOR ENANTIOSELECTIVE CATALYSTS

The palladium dichloride complex of (S-c, -[(1-N,N-dimethylamino)-1,3- propanediyl]-ferrocene (5-PdCl2) has been prepared from enantiopure -[ (1-N,N-dimethylamino)-1,3-propanediyl]-ferrocene (4) via a highly ster eoselective ortho-lithiation followed by reaction with chlorodiphenyl phosphine to give amino phosphine 5, which on treatment with (CH3CN)(2 )PdCl2 gave the complex 5-PdCl2. The absolute configuration of the (-) (589)-enantiomer of 4 was deduced from the X-ray structure of its tart rate confirming (S)-configuration at the stereogenic center. A conform ational analysis including X-ray structure analysis of 5 and 5-PdCl2 a s well as empirical force field calculations on 4 and 5 together with NMR data shows strong stereochemical similarities of 5 and 5-PdCl2 wit h the widely used ligand PPFA and its palladium dichloride complex PPF A-PdCl2.