Six selected benzylidene aniline-type prochiral imines were characterised by means of ATR-IR, UV-vis and Raman spectroscopy. A detailed UV-vis spectroscopic study supported by data obtained from single crystal X-ray analysis reveals the influence of the conformation of the imine on the electronic state. Additionally, the electronic effects of the substituents located in 4,4'-position on the shape of the UV-vis spectra were discussed. The influence of the substituents on the vibrational state of the CN double bond has been studied by ATR-IR spectroscopy using solid and dissolved samples. Finally, solvatochromatism and solvent-introduced tautomerism have been investigated by UV-vis and Raman spectroscopy. The effect of inter- and intramolecular hydrogen bond formation was demonstrated by changes of characteristic bands in the spectra.
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