We have synthesized a novel series of Schiff bases by condensation
of 4-aminoantipyrine and various aromatic aldehydes followed by
reaction with thiosemicarbazide. These thiosemicarbazones are
potential ligands toward transition metal ions. The reaction of
copper(II) salts with
4[N-(benzalidene)amino]antipyrinethiosemicarbazone (BAAPTS),
4[N-(4′-methoxybenzalidene) amino] antipyrinethiosemicarbozone
(MBAAPTS), 4[N-(4′-dimethylamino benzalidene)
amino] antipyrinethiosemicarbazone (DABAAPTS), and
4[N-(cinnamalidene) amino] antipyrinethiosemicarbazone (CAAPTS)
resulted in the formation of solid complexes with the general
composition CuX2 ·
(H2O)(L)(X = Cl,
Br,NO3,NCS, or
CH3COO; L = BAAPTS, MBAAPTS, DABAAPTS, or CAAPTS).
These complexes were characterized through elemental analysis,
molecular weight, electrical conductance, infrared, electronic
spectra, and magnetic susceptibilities at room temperature.
Copper(II) complexes with BAAPTS and MBAAPTS were screened for
antibacterial and antifungal properties and have exhibited
potential activity. Thermal stabilities of two representative
complexes were also investigated.