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A DFT AND EXPERIMENTAL STUDY OF THE HYDROLYTIC DEGRADATION BEHAVIOUR AND SPECTROSCOPIC PROPERTIES OF SOME BENZYLIDENEANILINES

Benzylideneanilines, the condensation products of benzaldehyde and aniline derivatives, have enjoyed significant success as optical metal ion sensors due to their ability to form stable metal complexes which exhibit distinct spectral features compared to the unbound compound. However, their use in aqueous media is limited by the hydrolytic susceptibility of the C=N moiety. Hence, an in-depth investigation into the hydrolytic degradation mechanism of a series of 2-aminophenol derived Nbenzylideneanilines was conducted wherein molecular modelling techniques were applied to elucidate the “step-by-step” transformation mechanism of these compounds from a fundamental perspective.

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