Journal
CHIRALITY
Volume 27, Issue 1, Pages 64-70Publisher
WILEY
DOI: 10.1002/chir.22389
Keywords
cyclofructan; ruthenium (II) polypyridyl complexes; enantiomeric separation; chiral stationary phase; LARIHC
Funding
- National Institute of General Medical Science of the National Institute of Health [R44GM103359]
- Robert A. Welch Foundation [Y-0026, Y-1301]
- China Scholarship Council
- Natural Science Foundation of China [21105008]
- Chinese Fundamental Research Funds for the Central Universities [N110805001]
- NIH [2R15CA113747-02]
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The enantiomeric separation of 21 ruthenium (II) polypyridyl complexes was achieved with a novel class of cyclofructan-based chiral stationary phases (CSPs) in the polar organic mode. Aromatic derivatives on the chiral selectors proved to be essential for enantioselectivity. The R-napthylethyl carbamate functionalized cyclofructan 6 (LARIHC CF6-RN) column proved to be the most effective overall, while the dimethylphenyl carbamate cyclofructan 7 (LARIHC CF7-DMP) showed complementary selectivity. A combination of acid and base additives was necessary for optimal separations. The retention factor vs. acetonitrile/methanol ratio plot showed a U-shaped retention curve, indicating that different interactions take place at different polar organic solvent compositions. The separation results indicated that - interactions, steric effects, and hydrogen bonding contribute to the enantiomeric separation of ruthenium (II) polypyridyl complexes with cyclofructan chiral stationary phases in the polar organic mode. Chirality 27:64-70, 2015. (c) 2014 Wiley Periodicals, Inc.
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