A novel nitrogen-containing compound with D-π-A structure: Theoretical and experimental study

Article abstract of DOI:10.1139/cjc-2013-0437

2-(2-Hydroxy-styryl)-4,6-dimethyl-1,3,5-triazine (P1), a novel compound with D-π-A structure, possesses a variety of isomers. Density functional theory calculations were employed to explore the isomerization mechanisms of its various isomers at the 6-311+G* level. The calculated results show that the phenol configurations of compound P1 are more stable than the quinoid configurations, whether they exist as monomers, complexes, with methanol or dimers. The most stable structure of compound P1 was used to calculate the UV-vis and fluorescence spectra. To validate the calculated results, the title compound was synthesized and characterized by ¹H NMR and ¹³C NMR techniques. The measured absorption and fluorescence spectra of P1 in methanol and N,N-dimethylformamide are in good agreement with the calculated ones.