768385-52-0Relevant academic research and scientific papers
Crown ether-containing N-salicylidene aniline derivatives: Synthesis, characterization and optical properties
Safin, Damir A.,Robeyns, Koen,Garcia, Yann
, p. 5523 - 5529 (2013/03/13)
15-Crown-5 ether-containing N-salicylidene aniline derivatives of the common formula benzo-15-crown-5-NCH-(2-OH-aryl) [aryl = C6H 4 (1), 5-ClC6H3 (2), 5-BrC6H 3 (3), C10H6 (4)] have been synthesized and characterized by elemental analysis, NMR, diffuse reflectance, fluorescence, IR and Raman spectroscopies. The crystal structure of 1, elucidated by X-ray diffraction, is stabillized by an intramolecular hydrogen bond and intermolecular π...π stacking interactions. Molecules 1-3 are thermochromic and show the presence of a mixture of enol and cis-keto forms in the solid state at room temperature. Compound 1 displays photochromism upon irradiation at 546 nm, which is reversible and exhibits relatively quick back thermal relaxation.
