How mobile phase composition and column temperature affect enantiomer elution order of liquid crystals on amylose tris(3‐chloro‐5‐methylphenylcarbamate) as chiral selector
A comprehensive study into the effects of mobile phase composition and column temperature on enantiomer elution order was conducted with a set of chiral rod‐like liquid crystalline materials. The analytes were structurally similar and comprised variances such as length of terminal alkyl chain, prese...
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| Published in: | Electrophoresis Vol. 42; no. 17-18; pp. 1844 - 1852 |
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| Abstract | A comprehensive study into the effects of mobile phase composition and column temperature on enantiomer elution order was conducted with a set of chiral rod‐like liquid crystalline materials. The analytes were structurally similar and comprised variances such as length of terminal alkyl chain, presence of chlorine, number of phenyl rings, and type of chiral center. Experiments were carried out in polar organic and reversed‐phase modes using amylose tris(3‐chloro‐5‐methylphenylcarbamate) immobilized on silica gel as the chiral stationary phase. For all liquid crystals, reversal of elution order of enantiomers was observed based on type of used cosolvent and/or its content in the mobile phase; for some of the liquid crystals a temperature‐induced reversal was also observed. Both linear and nonlinear dependencies of natural logarithm of enantioselectivity on temperature were found. Tested mobile phases comprised pure organic solvents and binary and tertiary mixtures of acetonitrile with organic solvents and/or water. Effect of acidic/basic mobile phase additives was also tested. Effect of structure of chiral selector is briefly discussed. |
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| AbstractList | A comprehensive study into the effects of mobile phase composition and column temperature on enantiomer elution order was conducted with a set of chiral rod‐like liquid crystalline materials. The analytes were structurally similar and comprised variances such as length of terminal alkyl chain, presence of chlorine, number of phenyl rings, and type of chiral center. Experiments were carried out in polar organic and reversed‐phase modes using amylose tris(3‐chloro‐5‐methylphenylcarbamate) immobilized on silica gel as the chiral stationary phase. For all liquid crystals, reversal of elution order of enantiomers was observed based on type of used cosolvent and/or its content in the mobile phase; for some of the liquid crystals a temperature‐induced reversal was also observed. Both linear and nonlinear dependencies of natural logarithm of enantioselectivity on temperature were found. Tested mobile phases comprised pure organic solvents and binary and tertiary mixtures of acetonitrile with organic solvents and/or water. Effect of acidic/basic mobile phase additives was also tested. Effect of structure of chiral selector is briefly discussed. |
| Author | Vaňkátová, Petra Kubíčková, Anna Kalíková, Květa |
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| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/33596334$$D View this record in MEDLINE/PubMed |
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| Cites_doi | 10.1080/00150193.2014.932655 10.1007/s00706-020-02622-5 10.1080/02678292.2020.1762937 10.1016/j.chroma.2016.05.061 10.1002/jssc.201601386 10.1002/jssc.202000085 10.1039/C5SM00563A 10.1080/02678292.2016.1166401 10.1016/j.chroma.2020.461202 10.1016/j.trac.2019.115639 10.1016/j.chroma.2020.461138 10.1016/j.chroma.2019.04.024 10.1002/elps.201800180 10.1002/jhrc.1240160505 10.1016/j.chroma.2009.10.022 10.1016/j.supflu.2019.02.002 10.1016/j.chroma.2016.07.024 10.1002/elps.201400169 10.1016/j.trac.2019.115709 10.1016/j.chroma.2017.03.011 10.1016/j.chroma.2016.07.040 10.1016/j.chroma.2019.460788 10.1016/j.chroma.2011.06.068 10.1007/s10337-020-03911-1 10.1080/01411594.2014.893344 10.1002/pola.28181 10.3762/bjnano.9.33 10.1080/02678292.2017.1417507 10.1080/00150190008008004 10.1002/elps.201800194 10.1080/02678292.2020.1733684 10.3390/molecules24061099 10.1080/02678292.2019.1599454 10.1016/j.chroma.2019.05.026 10.1039/C9NA00175A 10.1016/j.chroma.2018.04.065 10.1016/j.aca.2018.07.001 10.1002/jssc.201701264 |
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| Keywords | Enantiomer elution order Enantioseparation Polysaccharide chiral stationary phase Liquid crystals |
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| SubjectTerms | Acetonitrile Additives Amylose - analogs & derivatives Chlorine Chromatography, High Pressure Liquid Elution Enantiomer elution order Enantiomers Enantioseparation Ions Liquid Crystals Phase composition Phenylcarbamates Polysaccharide chiral stationary phase Silica gel Silicon dioxide Solvents Stereoisomerism Temperature |
| Title | How mobile phase composition and column temperature affect enantiomer elution order of liquid crystals on amylose tris(3‐chloro‐5‐methylphenylcarbamate) as chiral selector |
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