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Original Articles

Development of the Antipode of the Covalently Bonded Crown Ether Type Chiral Stationary Phase for the Advantage of the Reversal of Elution Order

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Pages 841-848 | Received 05 Nov 2005, Accepted 10 Dec 2005, Published online: 06 Feb 2007

References

  • Newcomb , M. and Cram , D. J. 1975 . Chromatographic optical resolution through chiral complexation of amino esters salts by a host covalently bound to silica gel . J. Am. Chem. Soc. , 97 : 1259 – 1261 .
  • Sogah , G. D.Y. and Cram , D. J. 1979 . Host‐guest complexation. 14 host covalently bound to polystyrene resin for chromatographic resolution of enantiomers of amino acid and esters salts . J. Am. Chem. Soc. , 101 : 3035 – 3042 .
  • Zhang , X. X. , Bradshaw , J. S. and Izatt , R. M. 1997 . Enantiomeric recognition of amine compounds by chiral macrocyclic receptors . Chem. Rev. , 97 : 3313 – 3361 .
  • Shibukawa , A. and Nakagawa , T. 1989 . “ The use of chiral crown ethers in liquid chromatography ” . In Chiral Separations by HPLC: Applications to Pharmaceutical Compounds Edited by: Krstulovic , A. M. New York : John Wiley and Sons .
  • Shinbo , T. , Yamaguchi , T. , Nishimura , K. and Sugiura , M. 1987 . Chromatographic separation of racemic amino acids by use of chiral crown ether‐coated reversed‐phase packings . J. Chromatogr. , 405 : 145 – 153 .
  • “ Refer to Application guide for chiral HPLC selection ” . Daicel Chemical Industries, Ltd .
  • Machida , Y. , Nishi , H. and Nakamura , K. 1999 . Enantiomer separation of hydrophobic amino compounds by high‐performance liquid chromatography using crown ether dynamically coated chiral stationary phase . J. Chromatogr. A , 830 : 311 – 320 .
  • Lee , W. and Hong , C. Y. 2000 . Direct liquid chromatographic enantiomer separation of new fluoroquinolones including Gemifloxacin . J. Chromatogr. A , 879 : 113 – 120 .
  • Behr , J.‐P. , Girodeau , J.‐M. , Heyward , R. C. , Lehn , J.‐M. and Sauvage , J.‐P. 1980 . Molecular receptors. Functionalized and chiral macrocyclic polyethers derived from tartaric acid . Helv. Chim. Acta. , 63 : 2096 – 2111 .
  • Machida , Y. , Nishi , H. , Nakamura , K. , Nakai , H. and Sato , T. 1998 . Enantiomer separation of amino compounds by a novel chiral stationary phase derived from crown ether . J. Chromatogr. A , 805 : 85 – 92 .
  • Hyun , M. H. , Jin , J. S. and Lee , W. 1998 . A new HPLC chiral stationary phase for the direct resolution of racemic quinolone antibacterials containing a primary amino group . Bull. Kor. Chem. Soc. , 19 : 819 – 821 .
  • Hyun , M. H. , Jin , J. S. and Lee , W. 1998 . Liquid chromatographic resolution of racemic amino acids and their derivatives on a new chiral stationary phase based on crown ether . J. Chromatogr. A , 822 : 155 – 161 .
  • Hyun , M. H. , Jin , J. S. , Koo , H. J. and Lee , W. 1999 . Liquid chromatographic resolution of racemic amines and amino alcohols on a chiral stationary phase derived from crown ether . J. Chromatogr. A , 837 : 75 – 82 .
  • Hyun , M. H. , Han , S. C. , Jin , J. S. and Lee , W. 2000 . Separation of the stereoisomers of racemic fluoroquinolone antibacterial agents on a crown‐ether‐based chiral HPLC stationary phase . Chromatographia , 52 : 473 – 476 .
  • Hyun , M. H. , Koo , H. J. , Jin , J. S. and Lee , W. 2000 . Liquid chromatographic resolution of racemic compounds containing a primary amino group on a dynamic chiral stationary phase derived from chiral crown ether . J. Liq. Chrom. & Rel. Technol. , 23 : 2669 – 2682 .
  • Bang , E. , Jung , J‐W. , Lee , W. , Lee , D.‐W. and Lee , W. 2001 . Chiral recognition of (18‐crown‐6)‐tetracarboxylic acid as a chiral selector determined by NMR spectroscopy . J. C. S. Perkin Trans. 2 , : 1685 – 1692 .
  • Okamoto , M. 2002 . Reversal of elution order during the chiral separation in high performance liquid chromatography . J. Pharm. Biomed. Anal. , 27 : 401 – 407 .
  • Meyer , V. R. 1995 . Accuracy in the chromatographic determination of extreme enantiomeric ratios: a critical reflection . Chirality , 7 : 567 – 571 .

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