The photoswitching behaviour of three readily accesible benzoylpyridine hydrazones, whose photochromic properties depend on the benzoyl substituent and intermolecular interactions, was investigated.
Five novel hydrazones derived from substituted isatins were synthesized as potential anion sensors. Using UV-VIS, FTIR, NMR and fluorescence spectroscopy, these compounds’ tautomeric equilibrium and Z-E photoisomerization were studied in DMF and CHCl3, depending on the hydrazone concentrations, the presence of basic anions and light stimulation. Anion recognition aspects (PF6−, HSO4−, Br−, Cl−, NO3−, F− and CH3COO−) and these receptors’ detection limits were also studied. We also tested the light-stimulated ON-OFF functionality of these compounds in the presence or absence of these anions.
The subject of this work was the study of thermally and photochemically stimulated Z ↔ E isomerization and hydrazo ↔ azo tautomerism of Z- and E-isomers of isatin arylhydrazones and ((arylamino)methylene)indolin-2-ones and their anions. Using NMR, UV-Vis spectroscopy, kinetic measurements, and HPLC, we studied the relationship of structure, (Z- and E-isomers), of these compounds and hydrazo=azo tautomerism. The ON/OFF functionality of these compounds and their anions using light to stimulate switching between ON and OFF states was investigated. We pointed out the characterization of the effect of =N- and =CH- structural fragments and aryl structure on ON and OFF states of isatin arylhydrazones and ((arylamino)methylene)indolin-2-ones.
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