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![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis, Properties, and Enantioseparation of Four-Ring Racemic Smectics
Edyta Wojda1, Monika Zając1, Paweł Perkowski2
1Institute of Chemistry, Military University of Technology, ul. Sylwestra Kaliskiego 2, 00-908 Warsaw, Poland.
Abstract:
The synthesis and phase behavior of two liquid crystalline racemates containing four aromatic rings, differing in the number of methylene groups, were reported. These materials form smectic phases, as was confirmed by dielectric spectroscopy. The mesomorphic properties of the studied racemates were compared with those of the appropriate (S) enantiomers previously synthesized. Since these materials are racemic mixtures, they were subjected to chiral separation by high-performance liquid chromatography. This research was conducted on two chiral columns based on polysaccharides. We identified optimal conditions that enable the baseline separation of these racemates, which can be scaled up for preparative purposes. Then, there is no need for repeated synthesis of chiral equivalents.
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