Abstract
Two new symmetrical bis-thiourea, 2,2′-[{(terephthaloylbis(azanediyl)bis(carbonothioyl) bis(azanediyl)}dipropanoic acid] (1A) and 3,3′-[{(terephthaloylbis(azanediyl)bis (carbonothioyl)bis(azanediyl)} dipropanoic acid] (1B) were synthesized by the reaction of terephthaloyl chloride with α- and β-alanine in good yields. Their binding properties were investigated with various metal cations using UV–Vis titration experiments. Both isomers exhibited effective binding with Ag+, Cu2+, Hg2+, Pb2+, Fe2+ and Fe3+ cations. However, in the presence of other cations, such as Na+, Ni2+, Co2+, Cd2+, Zn2+, Mn2+, Mg2+, Ca2+, Sn2+, Al3+, and anions tetrabutylammonium Cl− and H2PO4−, no interaction occurred. Both isomers displayed similar trends towards binding with metal cations.
Highlights
Thiourea is an analogue of urea and was first synthesized by Nencki [1]
Amino acids and their derivatives are significant constituents of chemical entities found within many natural frameworks
The synthesis of biologically active amino acid-coupled derivatives has recently become of major interest [18,19,20,21,22]
Summary
Thiourea is an analogue of urea and was first synthesized by Nencki [1]. Since thiourea compounds have extensively been used as the building blocks of heterocyclic analogues [2]. Thiourea and their amino acid derivatives coordinate to several transition metal ions to form stable complexes. In view of these observations, the synthesis of two bis-thiourea isomers having alanine linkers were planned followed by a comparative study of their binding interactions against sixteen metal cations (four soft, six mild and six hard ions) and two Fakhar et al Chemistry Central Journal (2017) 11:76 tetrabutyl ammonium anions.
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