Author:
Ani Friday E.,Ibeji Collins U.,Obasi Nnamdi L.,Kelani Monsuru T.,Ukogu Kingsley,Tolufashe Gideon F.,Ogundare Segun A.,Oyeneyin Oluwatoba E.,Maguire Glenn E. M.,Kruger Hendrik G.
Abstract
AbstractTwo Schiff bases, (E)-1-(4-methoxyphenyl)-N-((E)-3-(4-nitrophenyl)allylidene)methanamine (compound 1) and (E)-N-((E)-3-(4-nitrophenyl)allylidene)-2-phenylethanamine (compound 2) have been synthesized and characterized using spectroscopic methods; time of flight MS, 1H and 13C NMR, FT-IR, UV–VIS, photoluminescence and crystallographic methods. The structural and electronic properties of compounds 1 and 2 in the ground state were also examined using the DFT/B3LYP functional and 6-31 + G(d,p) basis set, while the electronic transitions for excited state calculations were carried out using the TD-DFT/6-31 + G(d,p) method. The Schiff base compounds, 1 and 2 crystallized in a monoclinic crystal system and the P21/c space group. The emission spectra of the compounds are attributed to conjugated π-bond interaction while the influence of the intra-ligand charge transfer resulted in a broad shoulder for 1 and a double emission peak for 2. The calculated transitions at 450 and 369 nm for 1 and 2 respectively are in reasonable agreement with the experimental results. The higher values of dipole moment, linear polarizability and first hyperpolarizability of 1, suggest a better optical property and better candidate for the development of nonlinear optical (NLO) materials.
Publisher
Springer Science and Business Media LLC
Reference61 articles.
1. Schiff, H. The syntheses and characterization of Schiff base. Ann. Chem. Suppl 3, 343–349 (1864).
2. Cozzi, P. G. Metal-Salen Schiff base complexes in catalysis: practical aspects. Chem. Soc. Rev. 33, 410–421 (2004).
3. Aziz, A. A. A. Synthesis, spectroscopic characterization, thermal studies, catalytic epoxidation and biological activity of chromium and molybdenum hexacarbonyl bound to a novel N2O2 Schiff base. J. Mol. Struct. 979, 77–85 (2010).
4. Rahnama, R. & Jamali, M. R. Separation and preconcentration of trace amounts of manganese and nickel from natural water samples by a diimine derivative Schiff base-coated silica-gel minicolumn. J. Chem. 2013, 1–6 (2012).
5. O’Reilly, R. K., Gibson, V. C., White, A. J. & Williams, D. J. Design of highly active iron-based catalysts for atom transfer radical polymerization: tridentate salicylaldiminato ligands affording near ideal nernstian behavior. J. Am. Chem. Soc. 125, 8450–8451 (2003).
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