McGrath, Jacqueline M. Pluth, Michael D. Linear Free Energy Relationships Reveal Structural Changes in Hydrogen-Bonded Host–Guest Interactions Hydrogen bond strength in host–guest systems is modulated by many factors including preorganization, steric effects, and electronic effects. To investigate how electronic effects impact barbiturate binding in bifurcated Hamilton receptors, a library of receptors with differing electronic substituents was synthesized and <sup>1</sup>H NMR titrations were performed with diethyl barbital. The Hammett plot revealed a clear break between the different electronic substituents suggesting a change in binding conformation. The titration data were complimented with computational studies confirming the change in structure. diethyl barbital;Hamilton receptors;Hammett plot;1 H NMR titrations;binding conformation;steric effects;Linear Free Energy Relationships Reveal Structural Changes;substituent;effects impact barbiturate binding;titration data 2015-12-17
    https://acs.figshare.com/articles/journal_contribution/Linear_Free_Energy_Relationships_Reveal_Structural_Changes_in_Hydrogen_Bonded_Host_Guest_Interactions/2044809
10.1021/jo502325w.s001