SYNTHESIS, CHARACTERIZATION, CRYSTAL STRUCTURE AND THEORETICAL STUDIES OF N-(2,4-DICHLOROBENZYLIDENE)-3-METHYLBENZENAMINE

Authors : Meryem Türkay AYTEKİN, Dilek ELMALI, Halil BERBER, Filiz ŞİŞMAN

Pages : 357-376

Doi:10.18038/btda.05228

View : 17 | Download : 11

Publication Date : 2016-07-14

Article Type : Research Paper

Abstract :N-insert ignore into journalissuearticles values(2,4-dichlorobenzylidene);-3-methylbenzenamine insert ignore into journalissuearticles values( L6 ); was synthesized as single crystal and characterized by FT-IR, Raman, 1 H NMR, 13 C NMR and UV-VIS spectroscopy. The thermal stability of the title compound was also studied by thermogravimetric analysis insert ignore into journalissuearticles values(TGA); and differential thermal analysis insert ignore into journalissuearticles values(DTA); analyses. The optimized geometric parameters, conformational analysis, normal mode frequencies and corresponding vibrational assignments of L6 was theoretically examined by means of density functional theory insert ignore into journalissuearticles values(DFT); method using the Becke-3-Lee-Yang-Parr insert ignore into journalissuearticles values(B3LYP); exchange-correlation functional and the 6-311G++insert ignore into journalissuearticles values(d, p); basis sets. The DFT based nuclear magnetic resonance insert ignore into journalissuearticles values(NMR); calculations was also performed to use for assigning the 1 H and 13 C NMR chemical shifts of L6 . Reliable vibrational assignments were investigated by the potential energy distribution analysis and the highest occupied and the lowest unoccupied molecular orbitals insert ignore into journalissuearticles values(HOMO and LUMO); of L6 was predicted. A good consistency was obtained between the theoretically predicted structural parameters, vibrational frequencies and those obtained experimentally.
Keywords : Nitrile, Metallophthalocyanine, Cyclotetramerization, Macrocyclic