DOI QR코드

DOI QR Code

Propatation and Application of a New HPLC Chiral Stationary Phase Edrived from 2-Amino-1-indanolo


초록

A new chiral stationary phase (CSP) based on (1R,2S)-2-amino-1-indanol, which is expected to be conformationally rigid because of its cyclic nature, was prepared. The new CSP was applied in resolving various $N-acyl-\alpha-arylalkylamines$. The chromatographic resolution results on the new CSP were compared with those on the other CSP based on (1S,2R)-norephedrine, which is believed to be conformationally flexible. Comparison of the chromatographic resolution results on the two CSPs demonstrated that conformationally flexible analytes are resolved better on the conformationally rigid CSP while conformationally rigid analytes are resolved better on the conformationally flexible CSP. From these results it was concluded that conformational rigidity or flexibility of CSPs is the important factor for the chiral recognition.

키워드

참고문헌

  1. American Chemical Society Chiral Separations by Liquid Chrinmatography Ahuja, S.(ed.)
  2. VCH A Practical Approach to Chiral Separations by Liquid chromatography Subramanian, G.(ed.)
  3. J. Am. Chem. Soc. v.102 Yuki, H.;Okamoto, Y.;Okamoto, I.
  4. J. Chorimatogr. v.237 Allenmark, S.;Bomgren, B.;Boren H.
  5. J. Am. Chem. Soc. v.106 Okamoto, Y.;Kawashima, M.;Hatada, K.
  6. J. Liq. Chromatogr. v.9 Wark, T. J.;Amstrong, D. W.
  7. J. Chromatogr. v.9 Shinbo, T.;Yamagudhi, T.;Nishimura, K.;Sugiura, M.
  8. J. Chromatogr. A v.822 Hyun, M. H.;Jin, J. S.;Lee, W.
  9. J. Chromatogr. A v.837 Hyun, M. H.;Jin, J. S.;Koo, H. J.;Lee, W.
  10. Chromatographia v.52 Hyun, M. H.;Han, S. C.;Jin, J. S.;Koo, H. J.;Lee, W.
  11. Anal. Chem. v.66 Armstrong, D. W.;Tang, Y.;Chen, S.;Zhou, Y.;Bagwill, C.;Chen, J. R.
  12. J. Org. Chem. v.57 Pirkle, W. H.;Welch, C. J.;Lamm, B.
  13. Tetrahedron Lett. v.38 Hyun, M. H.;Min. C. S.
  14. Bull. Korean Chem. Soc. v.11 Hyun, M. H.;Kim, M. H.
  15. J. Liq, Chromatogr. v.13 Hyun, M. H.;Kim, M. H.
  16. J. ORg. Chem. v.15 Close, W. J.
  17. Chem. Rev. v.89 Pirkle, W. H.;Pochapsky, T.
  18. J. Chem. Soc. Perkin Trans. I Hagishita, A.;Shiro, M.;Kuriyama, K.
  19. J. Chromatogr. A v.752 Hyun, M. H.;Na, M. S.;Jin, J. S.
  20. Bull Korean Chem. Soc. v.19 Hyun, M. H.;Kang, M. H.;Jang, Y. S.;Kim, K. J.;Jeong, K. K.