Abstract
Heats of interaction of tetrahydrofuran, tetrahydrothiophene, triethylamine, and triethylphosphine with solutions of n-butyllithium in hexane have been determined by high dilution solution calorimetry. The relative heats of interaction of these bases are in the order tetrahydrofuran > triethylphosphine ≈ triethylamine > tetrahydrothiophene. These results are interpreted in terms of an acid—base interaction which is dominated by electrostatic effects. The alkyllithium aggregate is characterized as a relatively hard Lewis acid species.
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