Synthesis and Characterization of Novel Thiourea Derivatives and Their Nickel and Copper Complexes

Abstract

New benzoyl thiourea derivatives and their nickel and copper complexes were synthesized. The structure of the synthesized compounds were confirmed by elemental analysis, FT-IR, and1H NMR techniques. Four of the synthesized compounds are analyzed by X-ray single crystal diffraction technique. WhereasN,N-dimethyl-N′-(4-fluorobenzoyl)thiourea,N,N-diethyl-N′-(4-fluorobenzoyl)thiourea, andN,N-di-n-butyl-N′-(4-fluorobenzoyl) thiourea crystallize in the monoclinic system,bis(N,N-di-n-propyl-N′-(4-fluorobenzoyl)thioureato) nickel(II) complex crystallizes in the triclinic system. These ligand molecules form dimers through strong intermolecular hydrogen bonds such as N–H⋯S, C–H⋯O, and N–H⋯O. Moreover, there are different types of intramolecular interactions in the crystal structures.Bis(N,N-dimethyl-N′-(4-fluorobenzoyl)thioureato) nickel(II) complex has a nearly square-planar coordination. The distance of nickel atom from the best plane through the coordination sphere is 0.029 Å.

Thiourea Derivatives in Drug Design and Medicinal Chemistry: A Short Review

“…That's why novel thioureas have attention researchers due to their property to act as ligand. [44] i). Biological properties [48] Some novel thioureas N3, N3'-bis(disubstituted)isophthalyl-bis(thioureas) and N3, N3, N3', N3'-Tetrakis (disubstituted)isophthalyl-bis(thioureas) compounds with general formula [C6H4{CONHCSNR1R}2], where R1 = H (1-4), C6H11(5), C6H5(6) and R2 = 4-NO2C6H4(1), C6H11(2), 2,4(CH3)2C6H3(3), C5H4N(4), C6H11(5), C6H5 (6), and their Cu(II) and Ni(II) complexes have been synthesized.…”

Crystal Structure and Cyclic Voltammetric Studies on the Metal Complexes of N-(Dimethylcarbamothioyl)-4-fluorobenzamide

“…fluorobenzamide compound was synthesized according to literature [18,19]. A solution of 4-fluorobenzoyl chloride (0.5 mol) in dry acetone (30 mL) was added dropwise to a solution of potassium thiocyanate (0.5 mol) in dry acetone (30 mL).…”

“…Then, the white precipitated solid compound was filtered. After that crystallization of the crude product by using a mixture of dichloromethane : ethanol (in 1 : 2 ratio by volume) gave N-(dimethylcarbamothioyl)-4-fluorobenzamide as white crystals in 78% yield [18,19]. Figure …”

“…Complex compounds were prepared according to the method described in literature [18,19,29,32,33]. A metal acetate solution in methanol was added dropwise to the ligand in a 1 : 2 molar ratio in methanol.…”

“…The synthesis of new benzoylthiourea compounds also becomes widespread due to their potential application in biological [8][9][10][11][12] and analytical chemistry [13][14][15][16][17]. The ability of thiourea derivatives to complex with transition metal cations is well known [18,19]. In general, thiourea derivative ligands consist of some substituents with different electrondonating or electron withdrawing groups and, therefore, may have interesting electrochemical properties.…”