Microwave‐Assisted Synthesis of Aromatic Thiadiazol Crown Ethers and Determination of Complexation Properties with Metal Ions by Application of Job′s Plot Method to Conductometry

• Published in: ChemistrySelect (Weinheim) Vol. 7; no. 29
• Main Authors: Canbolat, Musa, Çalışır, Ümit, Çiçek, Baki
• Format: Journal Article
• Language: English
• Published: 05.08.2022
• Subjects: Conductometry; Crown ether; Job's Plot method; Metal Complexation; Thiadiazole
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202200944

The microwave‐assisted synthesis technique, one of the pioneers of green chemistry, was used to synthesize aromatic thiadiazole crown ethers in this study. Thiadiazole crown ethers were synthesized by the cyclization reaction of 2‐amino‐5‐mercapto‐1,3,4‐thiadiazole and mono‐di‐tri‐tetra ethylene glycol dichloride compounds using the SN2 reaction mechanism in acetonitrile solvent and the presence of cesium carbonate base. FT‐IR, 1H‐NMR, 13C‐NMR, LC‐MS/MS spectroscopic techniques, and elemental analysis were used to characterize the synthesized compounds after purification. Furthermore, the conductivity behaviour of the synthesized compounds against metal salts (NaCl, KCl, MgCl2, CaCl2, ZnCl2, FeSO4, AgNO3, CoCl2) was determined using Job′s Plot technique, which was adapted to conductometry. Interactions between ligands and ions were investigated. According to conductometric data, thiadiazole crown ethers showed significant complexations; M1 and M4 with Ca2+, M2 with Fe2+, and M3 with Co2+ ions. The microwave‐assisted synthesis method, which is one of the pioneers of green chemistry, has been used to successfully synthesize macromolecular thiadiazole crown ethers, M1‐M4, in this research. The synthesized compounds have been characterized by such techniques. Finally, the complexation behaviours of the synthesized compounds with metal ions, which are of great importance for human life, were determined by Job's Plot by adapting conductometry.