Enantioselective correlation between retention factor and lipophilicity index in chiral separation on cellulose and amylose tris(3,5-dimethylphenylcarbamate) CSPs in reversed mode: A case study

Chirality

Volumn 13, Issue 1, 2001, Pages 56-61

  Roussel, Christian ^a,c   Bonnet, Brice ^a   Piederriere, Anne ^a   Suteu, Cristina ^b  

^a CNRS   (France)

^b Chiral Technologies Europe   (France)

^c AIX MARSEILLE UNIVERSITY   (France)

Author keywords

Chiral HPLC; Chiral recognition; Hydrophobic interactions; Substituent effect

Indexed keywords

AMYLOSE TRIS(3,5 DIMETHYLPHENYLCARBAMATE); CARBAMIC ACID DERIVATIVE; CELLULOSE; UNCLASSIFIED DRUG;

ARTICLE; CHIRAL CHROMATOGRAPHY; CHIRALITY; ENANTIOMER; HYDROPHOBICITY; LIPOPHILICITY; MOLECULAR RECOGNITION; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0035176354     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/1520-636X(2001)13:1<56::AID-CHIR11>3.0.CO;2-W     Document Type: Article

References (11)

1. Chiral separations: applications and technology. Ahuja S, editor. Washington, DC: ACS Series; 1997.
2. Wainer IW, Chu YQ. Use of mobile phase modifiers to alter retention and stereoselectivity on a bovine serum albumin HPLC chiral stationary phase. J Chromatogr 1988;455:316-322.
3. 1-acid glycoprotein column. J Chromatogr A 1998;818: 43-52.
4. Armstrong DW, Bertrand GL, Ward KD, Ward TJ, Secor HV, Seeman JL Evaluation of the effect of organic modifier and pH on retention and selectivity in reversed phase LC separation of alkaloids on cyclodextrin bonded phases. Anal Chem 1990:62:332-338.
5. Yu C, Ramström O, Mosbach K. Enantiomeric recognition by molecular imprinted polymers using hydrophobic interactions. Anal Lett 1997;30(12):2123-2140.
6. Dobashi A, Dobashi Y, Ono T, Ishida K, Oshida N, Hara S. Chiral recognition based on hydrophobic entanglement of enantiomers with chiral diamide phases in aqueous media. J Liq Chromatogr 1993;16: 825-841.
7. Pirkle WH, Chang J-P, Burke JA III. Contribution of specifiable hydrophobic interactions to chiral recognition. J Chromatogr 1992:598:1-6.
8. Okamoto Y, Kaida Y. Resolution by HPLC using polysaccharide carbamates and benzoates chiral stationary phases. J Chromatogr A 1994; 666:403-419.
9. Yashima E, Yamamoto C, Okamoto Y. Polysaccharide-based chiral liquid chromatography columns. Synlett 1998:344-360.
10. Sadler BR, Chae K, Ishaq KS, Korach KS. Separation of indenestrol A and B isomers and enantiomers by high performance liquid chromatography. J Chromatogr A 1998:799:117-124.
11. Roussel C, Stein JL, Beauvais F. Separation of atropisomers on CSP microcrystalline cellulosetriacetate and barriers to rotation in some polymethyl-3-phenyl-Δ-4-thiazoline-2-thiones and their oxygen analogues. New J Chem 1990:14:169-173.