Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 12, Pages 4509-4515Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo060355m
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Octahomotetraoxacalix[ 4] arenes bearing long alkyl chains on their lower rim were prepared. Ester 4a existed in a 1,2-alternate conformation in its crystal structure, which was examined by single-crystal X-ray diffraction analysis. To prepare liquid crystalline materials possessing calixarene moieties by self-assembling, carboxylic acid derivatives 5 were synthesized. Among them, 5c, the octadecyloxy derivative, showed smectic liquid crystal phase. Homooxacalixarenes 5 also formed liquid crystal phases with longer layer distances when two equivalent moles of 1,2-ethylenediamine were added as a linker. These phases were investigated with X-ray diffraction, differential scanning calorimetry, and polarized optical microscopy.
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