Trans-keto* form detection in non photochromic N-salicylidene aminomethylpyridines
(2012) CrystEngComm — Vol. 14, n° 13, p. 4396-4406 (2012)
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- Abstract
- Five N-(5-chloro)salicylidene aminomethylpyridine derivatives were successfully synthesized and their structural and solid state optical properties analyzed. Yellow crystalline powders of CH 2L 3 and CH 2L 3-4Cl present both thermo- and photochromism whereas CH 2L 2 and CH 2L 4 do not show any switching properties, as probed by diffuse reflectance spectroscopy. Contrary to structural-optical expectations, the non-photochromic CH 2L 2 molecule (P2 1/n) shows an open crystal structure, and photochromic molecules CH 2L 3-4Cl (P2 1/c) present a closed crystal packing, revealed by single crystal X-ray diffraction, which is typical of exclusively thermochromic molecules. After UV irradiation, trans-keto* emission observation in CH 2L 2 and CH 2L 4 indicates the unexpected formation of the trans-keto form in these non-photochromic anil molecules. Radiative relaxation of the trans-keto * form is in addition detected, for the first time, by fluorimetry for all N-salicylidene molecules of the series, whatever their switchable chromic properties. © 2012 The Royal Society of Chemistry.
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Robert, F., Jacquemin, P.-L., Tinant, B., & Garcia, Y. (2012). Trans-keto* form detection in non photochromic N-salicylidene aminomethylpyridines. CrystEngComm, 14(13), 4396-4406. https://doi.org/10.1039/c2ce00006g (Original work published 2012)