Macrocycles Containing Tin. Through Space Cooperative Binding and High Size Selectivity in the Complexation of Chloride Ion by Lewis Acidic Macrobicyclic Hosts

摘要

The preparation of macrobicyclic hosts 1,8-dichloro-1,8-distannabicyclo eisocane (1a), 1,10-dichloro-10-distannabicyclo hexacosane (1b), 1,12-dichloro-1,12-distannabicyclo dotriacontane (1c) and 1, 12-dichloro-1,12-distannabicyclo octatriacontane (1d) are reported. Complexation of chloride ion in CDCl3 solutions by these hosts was studied by Sn-119 NMR spectroscopy, and kinetics and equilibrium constants for 1b-d were determined by line shape analysis. Selective chloride binding was observed; hosts 1b and 1c bind chloride more strongly than does host 1d, and host 1a does not bind chloride. Keyswords: Tin, Marcrocycle, Macrobicycle, Complexation, Size, Selective, Lewis acid, Chloride, Kinetics.