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The increased Lewis acidity in organotin-functionalized crown ethers X3SnCH2[19]-crown-6 (5, X = I; 6, X = Br; 7, X = Cl) not only resulted in ditopic complexation of sodium/potassium halides, but also offers an excellent strategy to manipulate through intramolecular O→Sn interactions the selectivity of the crown ether moiety towards Na+/K+ depending on the solvent.

Graphical abstract: Interplay of Lewis acidity, intramolecular O→Sn interactions and selectivity: organotin-functionalized crown ethers as ditopic hosts for sodium and potassium halides

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