A new approach to the chiral separation of novel diazenes |
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| Authors: | Terézia Vojtylová Izabela Niezgoda Zbigniew Galewski Věra Hamplová David Sýkora |
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| Affiliation: | 1. Department of Chemistry, Institute of Physics, Czech Academy of Sciences, Prague, Czech Republic;2. Department of Analytical Chemistry, Faculty of Chemical Engineering, University of Chemistry and Technology, Prague, Czech Republic;3. Department of Physical Chemistry, Faculty of Chemistry, University of Wroc?aw, Wroc?aw, Poland |
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| Abstract: | Two new types of potential liquid‐crystalline azo compounds were synthesized in the form of racemic mixtures and as the individual S enantiomers. Both materials consisting of two substituted aromatic rings in the molecular core and one chiral center at the aliphatic moiety showed mesomorphic behavior. The separation of the R and S enantiomers by chiral high‐performance liquid chromatography was unsuccessful when the azo compounds were in their natural E state. However, the irradiation of the compounds in the solution by UV light led to an almost quantitative transition to their Z forms. The chromatographic behavior of the compounds in their Z forms was significantly different, and partial separation of the individual enantiomers on chiral polysaccharide‐based stationary phases was obtained. Thus, the proposed procedure represents a novel approach to the enantioseparation of chiral diazenes. |
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| Keywords: | Azobenzenes Chiral separation High‐performance liquid chromatography Liquid‐crystalline materials Photoinduced isomerization |
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