1,3,4-Thiadiazole-based diamides: Synthesis and complexation properties

Aromatic diamides, derivative of 2,6-pyridinedicarboxylic acid and isophthalic acid, bearing 1,3,4thiadiazole residue were prepared with satisfactory yields in conventional procedures and microwave stimulated reactions. X-ray structure of N,N'-bis(1,3,4-thiadiazol-2-yl)-2,6-pyridinedicarboxamide (2) DMSO solvate (2.DMSO) was described. Selective zinc(II), lanthanum(III), terbium(III) and L-tyrosine recognition was found for N,N'-bis(1,3,4-thiadiazol-2-yl)-2,6-pyridinedicarboxamide in DMSO and its mixture with water. The IDA (Indicator Displacement Assay) system for metal cations sensing was proposed. The binding properties of 2 were compared with newly synthesized N,N'-bis(1,3,4-thiadiazol-2-yl)-1,3-benzenedicarboxamide 1. (C) 2017 Elsevier B.V. All rights reserved.