Calixarenes have received considerable attention in various fields, especially in molecular recognition because of their distinct three-dimensional shapes as potential templates. The remarkable physicochemical properties of 1,2,3-triazole and the distinct three-dimensional shapes of calixarenes led us to design a series of calix[2]triazole[2]arene as a new class of hybrid heterocalixarene. We hypothesized that the inherent properties of 1,2,3-triazole would alter the electronic and steric environment around the annulus of the calix[2]triazole[2]arene, thereby causing changes in its interactions with target molecules and ions when compared to conventional calix[4]arenes. In this presentation, the synthesis of calix[2]triazole[2]arenes and the design and evaluation of calixtriazole-based fluorescent ion probes will be discussed to provide insights into the distinctive properties of calix[2]triazole[2]arenes relative to calix[4]arene. Those analogues displayed different selectivity for metals, respectively. In addition, we have been developed a new type of triazole-based molecules as another potential ionic acceptors. Comparison of triazole- and triazolium-based fluorescent probes will be provided, and investigated their binding capabilities for anion recognition. The two different chemical sensors exhibited different behavior in response of fluoride ions.

Synthesis and functional development of Calix[2]triazole[2]arene

253rd National Meeting (2017)

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