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Role of the weak interactions in enantiorecognition of racemic dihydropyrimidinones by novel brush‐type chiral stationary phases
Author(s) -
Forjan Davorka Moslavac,
Gazić Ivana,
Vinković Vladimir
Publication year - 2007
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20396
Subject(s) - chemistry , enantiomer , chiral stationary phase , leucine , combinatorial chemistry , stereochemistry , organic chemistry , amino acid , biochemistry
The chiral discrimination ability of two recently prepared chiral stationary phases ( CSP 1 and CSP 2 ), based on a leucine derived chiral selector, was tested for the enantiomers of dihydropyrimidone (DHPM) derivatives and compared with the commercially available Hyun‐leucine CSP 3 and classical Pirkle‐leucine CSP 4 . By combining all of these CSPs, the enantiomers of all DHPM derivatives used in this study can be properly resolved. Particularly good enantioresolutions were achieved for thioureide derivatives, such as Monastrol. The results presented show that sulfur–aromatic interactions are meritorious for these very good separations. Chirality, 2007. © 2007 Wiley‐Liss, Inc.