DOI QR코드

DOI QR Code

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

  • Oh, Chang-Eon (Department of Chemistry, Yeungnam University) ;
  • Kim, Yang (Department of Chemistry, Yeungnam University)
  • Published : 1988.12.20

Abstract

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.

Keywords

References

  1. Ber. v.64 P. Pfeiffer;K. Quehl
  2. Ber. v.65 P. Pfeiffer;K. Quehl
  3. Coordination Chemistry S. Kirschner;N. Ahmad;S. Kirschner(ed.)
  4. Bull. Chem. Soc. Jpn. v.58 K. Miyoshi;Y. Sakamoto;Y. Toda;H. Yoneda
  5. Chem. Lett. Y. Wada;K. Miyoshi;H. Yoneda
  6. Chem. Lett. K. Miyoshi;Y. Matsumoto;H. Yoneda
  7. Coord. Chem. Rey. v.43 S. Kirschner;N. Ahmad;K. R. Magnell
  8. J. Am. Chem. Soc. v.90 S. Kirschner;N. Ahmad
  9. Inorg. Chim. Acta v.12 P. E. Schipper
  10. Polyhedron v.1 F .Yan;H. G. Brittain
  11. Inorg. Chim. Acta v.14 N. Ahmad;S. Kirschner
  12. Inorg. Chem. v.20 K. Miyoshi;Y. Matsumoto;H. Yoneda
  13. Pure. & Appl. Chem. v.51 S. Kirschner;N. Ahmad;C. Munir;R. J. Pollock
  14. Inorg. Chim. Acta v.15 J. D. Gunter;A. F. Schreiner
  15. Inorg. Synth. v.11
  16. Tetrahedron v.23 G. G. Lyle;L. K. Keeper
  17. Inorg. Chem. v.9 L. J. Boucher
  18. Bull. Chem. Soc. Jpn. v.52 M. Nakano;S. Kawaguchi;H. Kawaguchi
  19. Inorg. Chem. v.18 K. Miyoshi;Y. Kuroda;J. Takeda;H. Yoneda;I. Takagi
  20. Inorg. Chim. Acta v.39 Y. Kuroda;K. Miyoshi;H. Yoneda
  21. The Chemist's Companion, A Handbook of Practical Data, Techniques, and References A. J. Gordon;R. A. Ford
  22. J. Phys. Chem. v.80 K. Miyoshi;Y. Kuroda;H. Yoneda
  23. Inorg. Chem. v.24 K. Miyoshi;N. Dohmoto;H. Yoneda
  24. J., Inorg. Chem. v.5 T. S. Davis;J. P. Fackler
  25. J. Phys. Chem. v.79 K. Miyoshi;K. Sakata;H. Yoneda
  26. Bull. Chem. Soc. Jpn. v.49 K. Miyoshi;Y. Kuroda;Y. Isoe;H. Yoneda
  27. J. Phys. Chem. v.80 K. Miyoshi;K. Sakata;H. Yoneda

Cited by

  1. Temperature-dependent Time-resolved Fluorescence Study of Cinchonine Alkaloid Dication vol.18, pp.1, 1988, https://doi.org/10.1007/s10895-007-0229-6