| Abstract
| - A new tripodal receptor bearing three catechol subunits ona benzene platform has been synthesized in four steps from1,3,5-triethylbenzene and pyrogallol. The binding ability ofthe tricatecholic receptor was investigated toward severalmonosaccharides in CDCl3, where multiple equilibria weredetected, and compared to that of a previously reportedtrisureidic receptor of analogous structure. Associationconstants were measured by 1H NMR titrations, and thecorresponding affinities were assessed through the BC50parameter, a binding descriptor univocally defining theaffinity of a host for a guest in multi-equilibrium systems.Results show that the tripodal catecholic receptor binds theoctyl glycosides with affinities ranging from 0.87 to 5.2 mMand with a 6-fold selectivity factor for the α-mannoside overthe β-glucoside. Although the affinity for glycosides was notappreciably improved with respect to the ureidic receptor, asignificant change in selectivity was obtained by the H-bonding group replacement.
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