The use of isoxazoline and isoxazole scaffolding in the design of novel thiourea and amide liquid-crystalline compounds

Itamar L. Gonçalves, Rafaela R. Da Rosa, Vera L. Eifler-Lima, Aloir A. Merlo

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

A series of novel thiourea and amide liquid crystals containing 5-membered isoxazoline and isoxazole rings were synthetized and the liquid crystal properties studied. Thioureas were obtained using a condensation reaction of benzoyl chlorides, arylamines and ammonium thiocyanate. The amides, on the other hand, were the byproduct of a quantitative reaction which used potassium cyanate as the starting material. Thiourea and amide derivatives were predominantly SmA mesophase inductors. A nematic mesophase was observed only for thioureas and amides containing an isoxazole ring. Additionaly, the liquid crystal behavior was also dependent on the relative position of nitrogen and oxygen atoms on the 5-membered heterocycle.

Original languageEnglish
Pages (from-to)175-184
Number of pages10
JournalBeilstein Journal of Organic Chemistry
Volume16
DOIs
Publication statusPublished - 6 Feb 2020

Keywords

  • Amides
  • Isoxazole
  • Isoxazoline
  • Liquid crystal
  • Thiourea

Fingerprint

Dive into the research topics of 'The use of isoxazoline and isoxazole scaffolding in the design of novel thiourea and amide liquid-crystalline compounds'. Together they form a unique fingerprint.

Cite this