Kinetic Analysis of the HBTM-Catalyzed Esterification of an Enantiopure Secondary Alcohol

A detailed kinetic analysis of the homobenzotetramisole-mediated esterification of the enantiopure secondary alcohol (1R,2S)-2-phenylcyclohexanol is presented. The results of this analysis show that the reaction is first order in the homobenzotetramisole catalyst, first order in (1R,2S)-2-phenylcyclohexanol, and first order in propionic anhydride. Initial rates, the turnover frequency of the catalyst, and "different excess" plots were utilized in this evaluation. Additionally, a "same excess" plot revealed no noticeable catalyst decomposition or product inhibition during the course of the reaction.