Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 5, Pages 1742-1746Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo062467j
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4,5-Diacetamidoacridine-9(10H)-one was prepared, and its interactions with halide and benzoate anions were studied using a combination of NMR, fluorescence, and isothermal titration calorimetry experiments. Whereas chloride and bromide exhibited simple association, both fluoride and benzoate exhibited initial entropy-driven association followed by an enthalpically favorable deprotonation of the receptor by a second equivalent of the anion.
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