Carbazole sulfonamide-based macrocyclic receptors capable of selective complexation of fluoride ion
| Autor: | Junhong Li, Tao Sun, Ya Yan, Peijia Li, Na Luo, Suran Wan, Xiaoping Bao, Nan Wu |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Carbazole General Chemical Engineering General Chemistry 010402 general chemistry 01 natural sciences Binding constant 0104 chemical sciences Sulfonamide Ion chemistry.chemical_compound chemistry Polymer chemistry Selectivity Acetonitrile Fluoride Linker |
| Zdroj: | RSC Advances. 11:10203-10211 |
| ISSN: | 2046-2069 |
| DOI: | 10.1039/d1ra01285a |
| Popis: | Two carbazole sulfonamide-based macrocycles 1 and 2 were facilely synthesized and carefully evaluated for their anion recognition properties. The obtained results revealed that macrocycle 1 with a 1,3-xylyl linker was able to bind fluoride ion more strongly and selectively in acetonitrile medium than its strong competitors (like acetate and dihydrogen phosphate anions), with a large binding constant (Ka) of 50 878 M−1. More importantly, an exclusive fluoride recognition was achieved for macrocycle 1 in the more polar DMSO-d6 solution, albeit with a moderate affinity of Ka = 147 M−1. Compared with macrocycle 1, macrocycle 2 bearing a 2,6-lutidinyl linkage exhibited a remarkable change not only in the anion affinity but also in the anion selectivity, although with only a slight difference in their molecular structures. |
| Databáze: | OpenAIRE |
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