Synthesis and characterization of new amine-imine ligands based on trans-2,5-disubstituted pyrrolidines

Article abstract of DOI:10.1016/S0957-4166(96)00511-3

We present a modular synthesis of a new class of chiral N,N-chelating ligands containing the C₂-symmetric trans-2,5-disubstituted pyrrolidine moiety linked to a pyridine ring. (-)-2-[(2R,5R)-2,5-Dimethylpyrrolidin-1-ylmethyl]pyridine (11, (R,R)-MePMP), (-)-2-[2((2R,5R)-2,5-dimethylpyrrolidin- (12, (R,R)-MePEP), and (+)-2-[(2R,5R)-2,5-diphenylpyrrolidin-1-ylmethyl]pyridine (13, (R,R)-PhPMP) have been prepared. The X-ray structure of the (Λ³-allyl)Pd complex of (R,R)-MePMP (11) is reported.