Combined methods of cyclophane and bipyridine synthesis open the way to the
new planar-chiral 2,2'-bipyridine 1, whose CD spectrum is strongly depende
nt on metal salts. The absolute configuration of the chiral precursor 2 cou
ld be assigned by comparison of experimental and theoretical CD spectra. Th
e usefulness of planar chirality in heterocyclic transition metal ligands i
s revealed in experiments towards stereoselective catalysis using 1.