Crown ether-containing N-salicylidene aniline derivatives: Synthesis, characterization and optical properties
(2012) CrystEngComm — Vol. 14, n° 17, p. 5523-5529 (2012)
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- Abstract
- 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. © 2012 The Royal Society of Chemistry.
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Citations
Safin, D., Robeyns, K., & Garcia, Y. (2012). Crown ether-containing N-salicylidene aniline derivatives: Synthesis, characterization and optical properties. CrystEngComm, 14(17), 5523-5529. https://doi.org/10.1039/c2ce25600b (Original work published 2012)