Synthesis and X-Ray Structural Investigation of N,N'-1,6-diaminohexane bis-Salicylaldehyde

Abstract

A symmetrical potentially tetradentate N₂O₂ Schiff base N,N'-1,6-diaminohexane bis-salicylaldehyde (H²L), (2-OH) C₆H₄-CH = N(CH₂)₆ N = CH-C₆H₄ (2-OH) was synthesized and characterized by spectroscopic methods (FT-IR, ¹H NMR, ¹³C NMR) and C, H, N analysis. The tetradentate Schiff base was derived from the condensation reaction between 0.001 mol of 1,6-diaminohexane with 0.002 mol salicylaldehyde in ethanol as a solution. In the other part of this work the geometry of (H²L) Schiff base compound was fully optimized in the gas phase by AM1 semi-empirical method. Mulliken population study shows two nitrogen atoms and two oxygen atoms are the coordination sites for binding to the metal ions.