Mesogenic bis-heterocycles incorporating both pyrazole and isoxazole

Yu Lun Li, Gene Hsiang Lee, Chung K. Lai

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

Two new series of mesogenic bis-heterocyclic derivatives containing pyrazoles and isoxazoles 1a-b were reported. One single crystallographic structure of mesogenic 2a (n=8) was determined by X-ray analysis, and it crystallizes in a triclinic space group P-1, with a=7.0511(2), b=7.6303(2) and c=21.2143(5) Å, and Z=2. The crystal was considered as slightly bent-shaped molecule with a molecular length of ca. ∼24.9 Å. A dimeric correlated structure induced by H-bonds was observed in the crystal lattice, which was favorable to the formation of mesophases. All compounds 1-2 exhibited N, SmA, N/SmC or SmA/SmC phases, as expected for linear-shaped molecules. All compounds 1 have higher clearing temperatures and wider ranges of mesophases than those of their precursors 2, which might be attributed to have higher dipoles polarized by two heterocyclic rings in 2.

Original languageEnglish
Pages (from-to)5296-5307
Number of pages12
JournalTetrahedron
Volume71
Issue number33
DOIs
StatePublished - 11 Jul 2015

Keywords

  • Heterocycles
  • Isoxazoles
  • Mesogens
  • Pyrazoles
  • Smectic

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