The synthesis and structures of three isoxazole containing Schiff bases are reported, namely (E)-2-((isoxazol-3-ylimino)methyl)phenol, (E)-2-(((5-methylisoxazol-3-yl)imino)methyl)phenol and (E)-2,4-di-tert-butyl-6-((isoxazol-3-ylimino)methyl)phenol. All three structures contain an intramolecular O-H···N hydrogen bond, alongside weaker intermolecular C-H···N and C-H···O contacts. The C-O(H) and imine C=N bond lengths were consistent with the structures existing in the enol rather than keto form. Despite having dihedral angles < 25° none of the compounds were observed to be strongly thermochromic, unlike their anil counterparts, however all three compounds showed a visible colour change upon irradiation with UV light.
|Number of pages||20|
|Journal||Acta Crystallographica Section C: Crystal Structure Communications|
|Publication status||Published - 29 Aug 2020|
- Schiff base
- crystal structure
- hydrogen bonding