Electrochemical Detection of Chloride Ions by Copper (II) Complex with Mixed Ligand of Oxindole Derivative and Dithiocarbamates Moiety

Abstract

The present work describes the synthesis of a new copper (II) complex with bidentate ligands based on oxindole (indolin-2-one) derivatives, namely: 1H,1′H,1″H-[2,3′:2′,3″-terbenzo[b]pyrrol]-2″(3″H)-one (L1) and [sodium diethyldithiocarbamate (DTC)] (L2) as a second bidentate ligand. The ligand L1 was prepared by the cyclization reaction of oxindole (2-indolone) with phosphorus oxychloride. A mixed-ligand was synthesized using L1 and L2 ligands with copper (Cu (II)) via a simple reflux process. The synthesized mixed Cu (II) complex [C53H44CuN7O4S2 and [Cu(L1)2(L2)]2H2O] exhibited superior solubility in organic solvents like dichloromethane, chloroform, ethanol, methanol, DMF and DMSO. The optical characterizations revealed that the synthesized Cu (II) complex displayed a broad band (2Eg→2T2g) with the absorption at ~420 nm, suggesting a distorted octahedral geometry due to the strong Jahn-Teller distortion of the Cu2+ ion. The elemental analysis confirmed the existence of Cu, C, S, N, and other elements in the synthesized mixed Cu (II) complex. The physicochemical studies of the organic ligand and Cu(II) complex were investigated by TG analysis, NMR, FTIR, SEM, EDX, electronic spectra and cyclic voltammetry measurements. The detection of chloride ions with the prepared mixed Cu(II) complex was studied by cyclic voltammetry measurements at different scan rates.