Solvent-Dependent Linear Free-Energy Relationship in a Flexible Host-Guest System.

ABSTRACT: Supramolecular chemistry provides an effective strategy for the molecular recognition of diverse molecules. Significant efforts to design synthetic hosts have enabled the successful binding of many types of guests; however, less is known about how host-guest environments influence binding. Herein, we present a comprehensive study in which we measure the host-guest binding of a bis(arylethynyl phenylurea) host with a chloride guest in eight solvents spanning E_T(30) values ranging from nonpolar (40.7 kcal mol^-1) to polar (47.4 kcal mol^-1). Polar solvents show significantly weaker binding in comparison to nonpolar solvents, and the bulk solvent polarity parameter, E_T(30), shows a linear free-energy relationship with respect to the free

SUBMITTER: Sherbow TJ 

PROVIDER: S-EPMC10778081 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature