Enantiomeric Separations of Ruthenium (II) Polypyridyl Complexes Using HPLC With Cyclofructan Chiral Stationary Phases |
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| Authors: | Yang Shu Zachary S Breitbach Milan K Dissanayake Sirantha Perera Joseph M Aslan Nagham Alatrash Frederick M MacDonnell Daniel W Armstrong |
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| Institution: | 1. College of Life and Health Sciences, Northeastern University, Shenyang, China;2. Department of Chemistry and Biochemistry, University of Texas at Arlington, Arlington, TX, USA;3. AZYP LLC, Arlington, TX, USA |
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| Abstract: | 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 π–π 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. © 2014 Wiley Periodicals, Inc. |
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| Keywords: | cyclofructan ruthenium (II) polypyridyl complexes enantiomeric separation chiral stationary phase LARIHC |
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