Intramolecular hydride transfer of asyloin anion: concertedness of hydride and proton transfers

Abstract

A chemical reaction in solution takes place with a concomitant solvation-desolvation event. In order to understand the mode of solvation and its effect on chemical reactivity, we took a hydride transfer reaction of acyloin anion, and calculated the react pathway with quantum mechanical methods. It was found that the reaction has about 10 kcal/mol of activity energy or lower for the reactions of RC(=O)CH(-O)R' anion in a water cluster. In the presentation, we will discuss the effect of R,R' and solvation structure on the reaction pathway.