Theoretical study on the structures, vibrational spectra, and the nature of the intermediate hydrogen bond of schiff bases

Semi-empirical method PM3 was used to study the geometry and vibrational spectrum of N-(2-hydroxy-1-naphthyl-methylene)-1-pyrenamine (NPY) with the intermediate hydrogen bond. Results are comparable to experimentations. Based on results of both NPY and its model, N-(2-hydroxy-1-naphthyl-methylene)aniline, it was found that the N-(2-hydroxy-1-naphthyl-methylene) group is principally responsible for the special hydrogen bonding through conjugation effect.