Tetrakis(oxadiazolylphenyl)pyrazines: New St. Andrew's Cross-Shaped Liquid Crystals

Chemphyschem. 2019 Feb 4;20(3):463-469. doi: 10.1002/cphc.201800936. Epub 2019 Jan 4.

Abstract

π-Conjugated molecules with the shape of St. Andrew's cross have been synthesized via fourfold Huisgen reaction. Four 2,5-diaryl-1,3,4-oxadiazol arms are attached to a central pyrazine nucleus. These fluorescent stars, when decorated with a rim of eight alkoxy side chains are discotic liquid crystals. Depending on the substitution pattern, the width of the liquid phase varies within a broad range of 25 °C to 250 °C. In their liquid crystalline phase, the molecules assemble in a typical hexagonal columnar supramolecular arrangement.

Keywords: X-ray scattering; liquid crystals; mesogens; pyrazine; solvatochromism.

Publication types

  • Research Support, Non-U.S. Gov't