Synthesis, structure and coordination properties of novel bifunctional carboxylic derivatives of 1,3-alternate tetrathiacalix[4]arene

bifunctional derivatives of 1,3-alternate tetrathiacalix[4]arene decorated with carboxylic, ester, hydrazide and/or hydrazone groups have been synthesized with good yields using the tetrathiacalix[4]arene derivatives with incorporated pairs of carboxylic and ester groups as versatile building blocks. The structural peculiarities of the obtained bifunctional compounds have been investigated by means of Xray analysis, IR and NMR spectroscopy. The recognition ability of the synthesized macrocycles towards some alkali, alkali-earth and transition metal ions has been investigated applying a solvent extraction method. The results showed that the structure of a calix[4]arene platform as well as the nature of functional substitutes located on opposite sides of the macrocycle are critical for the coordination properties of the synthesized compounds.