Synthesis, characterization, crystal structure, and electrochemical properties of three copper(II) complexes with 3,5-dihalosalicylaldehyde Schiff bases derived from amantadine

Abstract

Complexes 1-3, C₃₄H₃₆X₄CuN₂O₂ (X = Cl, Br, I), were synthesized with copper chloride dihydrate and three new Schiff base ligands derived from amantadine and 3,5-dihalosalicylaldehydes. They were characterized by IR, UV–VIS, elemental analysis, molar conductance, and single-crystal X-ray diffraction. Single-crystal X-ray diffraction analysis reveals that 1 and 2 crystallize in the triclinic system, Pī space group. Each asymmetric unit consists of one copper(II) ion, two corresponding deprotonated Schiff base ligands and one lattice dichloromethane molecule. 3 crystallizes in the monoclinic system, P2₁/n space group. Each asymmetric unit consists of one copper(II) ion and two deprotonated iodo- Schiff base ligands. The tetra-coordination of the central copper(II) ion in 1-3 is constructed by two nitrogen atoms and two oxygen atoms from the corresponding Schiff base ligands, forming a distorted tetrahedral geometry. Electrochemical properties of the complexes were determined by cyclic voltammetry.

Keywords:

• Copper(II) complex
• amantadine
• 3,5-dihalosalicylaldehyde Schiff base
• synthesis
• crystal structure
• electrochemical property

Additional information

Funding

This work was financially supported by Foundation of Liaoning Provincial Department of Education Innovation Team Projects (grant number LT2017010); the Cause of Public Welfare Scientific Research Fund (grant number 2015005008); Shenyang Science and Technology Plan Project (grant number F13-289-1-00); Liaoning University's College Students Innovation and Entrepreneurship Training Program (grant number x201610140158).