N,N′-Dipyridoxyl(1,8-diamino-3,6-dioxaoctane) Schiff-base: Synthesis, experimental and theoretical identification

Abstract

The N,N′-dipyridoxyl(1,8-diamino-3,6-dioxaoctane) (=H₂L) Schiff-base has been synthesized and characterized by IR, ¹H NMR, mass spectrometry and elemental analysis. Its optimized geometry and theoretical vibrational frequencies have been computed using density functional theory (DFT) method via the B3LYP functional. Also, its ¹H and ¹³C NMR chemical shifts have been calculated at the same computational level. In optimized geometry of the H₂L, the two pyridine rings are perpendicular to each other. The phenolic hydrogens are engaged in intramolecular-hydrogen bonds with the azomethine nitrogens.

KEY WORDS: Schiff base, N,N′-dipyridoxyl(1,8-diamino-3,6-dioxaoctane), DFT, B3LYP

Bull. Chem. Soc. Ethiop. 2013, 27(2), 273-280.

DOI: http://dx.doi.org/10.4314/bcse.v27i2.12