The Pfeiffer Effect of [Co$^{II}$(acac)$_2$(diamine)] with Cinchona Alkaloid in Some Organic Solvents

The Pfeiffer effect was examined on the systems of racemic [$Co^{II}(acac)_2$(diamine)] with d-cinchonine and l-cinchonidine as chiral environment substances in methanol, ethanol, chloroform and methanol-chloroform mixture solvents. It was found that the ${\Delta}$-enantiomer is enriched for the [$Co^{II}(acac)_2$(diamine)]-d-cinchonine system, but the Λ -enantiomer is enriched for the [$Co^{II}(acac)_2$(diamine)]-l-cinchonidine system. The complexes having no N-H protons such as [$Co^{II}(acac)_2$(bpy)] and [$Co^{II}(acac)_2$(phen)] were Pfeiffer-inactive in alcoholic solvents, where bpy = 2,2'-bipyridine and phen = 1,10-phenanthroline. This was interpreted to mean that the hydrogen bonding between N-H proton of diamine ligand and C-9 hydroxyl group of alkalid plays an important role in the chiral discrimination. And the rate of antiracemization ($k_{anti}$) by the Pfeiffer effect was also measured for the [$Co^{II}(acac)_2$(diamine)]-d-cinchonine system in alcoholic solvents. It was found that the rate of appearance of the Pfeiffer effect was enhanced as the concentration of added chloroform is increased.