SHORT-RANGE SOLVATION BY CYCLIC THIOETHERS

Short range solvation by thioethers in benzene bulk solvent is studied by observing the change in proton transfer equilibrium constant (K-PT ) that occurs for reactions between 2,4-dinitrophenol and diethylamine . Solvation stoichiometries and binding constants were determined by f itting K-PT vs. thioether concentration data to binding isotherms. The se results indicate that 1,4-thioxane hydrogen bonds to the amine prot on such that the ring oxygen and the ring sulphur contribute electrons to the proton, and that two thioxane molecules solvate the proton. 1, 4-Dithiane contributes electrons from both sulfurs to the proton, but only one dithiane molecule solvates a given proton.