Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 20, Issue 46, Pages 9122-9126Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01579j
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Funding
- National Natural Science Foundation of China
- Scientific Research Ability Improvement Program of Northwest Normal University
- [22001214]
- [21662031]
- [21661028]
- [22061039]
- [NWNU-LKQN2020-02]
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This study successfully designed and synthesized a novel electron-deficient fluorinated leaning pillar[6]arene, which can selectively recognize iodide anions to form a 1:1 host-guest complex driven by anion-pi interactions. This innovative application provides a new avenue for the design of selective receptors for anions and electron-deficient macrocyclic arenes.
Anion recognition has continuously attracted significant attention due to its important role in environmental and biological sciences. Here, we have designed and synthesized an electron-deficient fluorinated leaning pillar[6]arene 1 that contains two tetrafluoro-benzene units. The electron-deficient fluorinated leaning pillar[6]arene 1 is capable of selectively recognizing iodide anions to form a host-guest complex with 1 : 1 stoichiometry driven by anion-pi interactions. Our work ascribes this selective recognition to the preorganization of macrocycles, suitable cavity size, and the effect of anion-pi interactions. The innovative application of this macrocycle offers us a new avenue for the design of selective receptors for anions and electron-deficient macrocyclic arenes.
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