Abstract
A structure‐guided design, synthesis, and characterization of neutral unclosed cryptand functionalized with a bulky and hydrophobic 1‐methylene‐pyrene substituent is described. The host selectively binds spherical chloride (Cl–) over bigger and more basic carboxylates (MeCO2–, PhCO2–) and dihydrogenphosphate (H2PO4–) in a competitive [D6]DMSO + 0.5 % H2O solvent mixture. The capture of chloride is accompanied by formation of sandwich‐type complex stabilized by π–π and CH–π interactions. Step‐wise addition of MeOH triggers release of the cargo in a controllable manner.
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