Abstract
The effect of the acidity of CH groups within the guests on the binding ability of the aromatic cavity of rigid cone conformers of p- tert-butylcalix[4]arene toward guests containing acid CH 3 and CH 2 groups have been investigated in apolar media by 1H NMR spectroscopy. In CDCl 3 and/or CCl 4, CH 3Y and CH 2XY guests show different binding modes. In particular the acidity of the CH 2XY guests strongly affects the binding efficiency whereas the guest acidity does not seem the sole parameter in determining the stability of the complexes with CH 3Y guests. With methylene containing guests, the polarizability of the X and Y groups strongly affect the binding process and the Δ G 0 of complexation is linearly correlated with both p K a and polarizability of the guests. Solid state structures of sodium and potassium complexes of tetrakisdiethylamide of p- tert-butylcalix[4]arene⊃CH 3CN complexes are discussed.
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