Croatica Chemica Acta, Vol. 65 No. 1, 1992.
Original scientific paper
Vibrational and NMR Spectra of Protonated trans-N-Benzylideneanilines
Zlatko Meić
; Ruđer Bošković Institute, POB 1016, 41001 Zagreb, Croatia
Dražen Vikić-Topić
; Ruđer Bošković Institute, POB 1016, 41001 Zagreb, Croatia
Goran Baranović
; Ruđer Bošković Institute, POB 1016, 41001 Zagreb, Croatia
Mladen Žinić
; Ruđer Bošković Institute, POB 1016, 41001 Zagreb, Croatia
Abstract
Infrared and Raman spectra of protonated /rans-jV-benzylìđeneaniline (tBA) show significant shifts of vibrational modes of the azomethine group as compared to the neutral form. The most pronounced increase is due to the C = N stretching vibration but also the CH stretching and CH in-plane deformation appear at higher frequencies. Similarities with and differences from other protonated Schiff bases are discussed. 13C NMR spectra of protonated tBA confirm the change of hybridization around the host nitrogen atom, displaying the downfield shift of the imine carbon atom (increased p- content of the C = N bond) and a greater direct carbon-hydrogen coupling constant (increased s-content of the CH bond). Effects of fluorine substituted in phenyl ring(s) upon imine carbon chemical shifts and carbon-hydrogen coupling constants are discussed.
Keywords
Hrčak ID:
137263
URI
Publication date:
15.6.1992.
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