Abstract

Using the recommended modifications to isothermal titration calorimetry (ITC) analysis proposed by Turnbull and Daranas (J. Am. Chem. Soc. 2003, 125 14859–14866) and Tellinghuisen (Anal. Biochem. 2008, 373, 395–397), we determine the thermodynamic data for the binding of a series of halogenated guests to deep-cavity cavitand 1. These modifications allowed the accurate determination of the thermodynamic data of systems with c values of between 0.2 and 5; values that are much lower than is often suggested as the lower limit of ITC. The compiled data allowed a more accurate glimpse of the strength of the unusual C–H…X–R hydrogen bonds observed between these hosts and halogenated guests.

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