Tuning liquid crystalline phase behaviour in columnar crown ethers by sulfur substituents
文献信息
Jochen Kirres, Katharina Schmitt, Iris Wurzbach, Frank Giesselmann, Sabine Ludwigs, Mark Ringenberg, Angelika Baro, Sabine Laschat
Novel [15]crown-5 and [18]crown-6 o-terphenyls differing in number and position of sulfur in the side chains and their corresponding triphenylene analogues were synthesized via a nucleophilic aromatic displacement of fluoride as the key step. Except for one short chain derivative all other compounds showed enantiotropic columnar mesophases which were studied by DSC, POM and XRD (WAXS, SAXS). The presence of sulfur induced broad room temperature columnar mesophases. This effect was more pronounced for bend [15]crown-5 derivatives than for linear [18]crown-6 derivatives. Redox properties were mostly governed by the triphenylene moieties, showing stepwise oxidation of the individual triphenylene units.
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Organic Chemistry Frontiers

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry










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