Azo-based iminopyridine ligands: synthesis, optical properties, theoretical calculations and complexation studies

作者：Ayadi Awatef; Branzea Diana G; Benmensour Mohamed Ali; Boucekkine Abdou; Zouari Nabil; EI Ghayoury Abdelkrim^*

来源：Tetrahedron, 2015, 71(41): 7911-7919.

DOI：10.1016/j.tet.2015.08.006

• Iminopyridine
• Azobenzene
• Silver complexes
• Optical properties
• X-ray diffraction
• DFT

We describe herein the full characterization of azobenzene based iminopyridine ligands (L1-L4) synthesized by a condensation reaction between N,N-Dimethyl-4,4'-azodianiline or 4-(4-nitrophenylazo) aniline and 2-pyridinecarboxaldehyde or 2,6-pyridinedicarboxaldehyde. The UV-visible absorption bands of these ligands were fully assigned using DFT and TD-DFT computations. The complexation of ligand L1 and ligand L2 with AgNO3 afforded two neutral silver metal complexes formulated as [AgL1NO(3)] and [AgL2NO(3)], respectively. The crystal structure analysis of the two complexes indicate the presence of a Y-shaped tricoordinated silver (I) ion for [AgL1NO(3)] and a tetracoordinated silver(I) ion displaying rather rare and distorted square planar geometry for [AgL2NO(3)]. In solid state, for both complexes, a 3D supramolecular architecture is generated via hydrogen bonds of type C-H center dot O and C-H center dot pi. The UV-visible spectrophotometric titration studies of ligands L1-L4, by increasing amount of AgNO3 or of ZnCl2 indicates the possibility of forming transition metal complexes with these ligands.

• 出版日期2015-10-14