jo2024448_si_002.cif (36.73 kB)
Synthesis and Structure of Oxacalixarenetriazines of an Expanded π-Electron-Deficient Cavity and Their Interactions with Anions
datasetposted on 2016-02-22, 05:39 authored by Sen Li, Shi-Xin Fa, Qi-Qiang Wang, De-Xian Wang, Mei-Xiang Wang
Novel macrocyclic anion receptors based on the principle of anion−π interactions were reported. By means of both post-macrocyclization modification protocol and the stepwise fragment coupling approach, functionalized oxacalixarenetriazines bearing two other electron-deficient (hetero)aromatic rings on the lower rim were efficiently synthesized. The resulting oxacalixarenetriazine macrocycles adopt 1,3-alternate conformation, yielding therefore an expanded electron-deficient cavity or space consisting of two triazine rings and two appending aromatic rings. Spectroscopic titration study showed the selective interaction of the pentafluorophenyl-substituted oxacalixarenetriazine with azide and fluoride in solution with the binding constants (K1:1) ranging from 1.33 × 103 to 3.52 × 103 M–1.