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Tetrakis(oxadiazolylphenyl)pyrazines: New St. Andrew′s Cross‐Shaped Liquid Crystals
Author(s) -
Röder Nico,
Marszalek Tomasz,
Limbach Daniel,
Pisula Wojciech,
Detert Heiner
Publication year - 2019
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201800936
Subject(s) - alkoxy group , liquid crystal , molecule , supramolecular chemistry , pyrazine , columnar phase , crystallography , phase (matter) , conjugated system , fluorescence , discotic liquid crystal , hexagonal crystal system , chemistry , mesogen , materials science , liquid crystalline , stereochemistry , organic chemistry , polymer , optics , alkyl , physics , optoelectronics
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.