Solvent and Protonation Effects on a Resorcinarene Based Cavitand
Creators:Mayo, Dennis H.
Advisor:Badjic, Jovica D.
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Publisher:The Ohio State University
Series/Report no.:The Ohio State University. Department of Chemistry Honors Theses; 2006
In these studies, we are interested in the effects of solvent polarity and pH on the conformation of a resorcinarene based cavitand. Synthesis of the cavitand was successfully accomplished in nine steps. The cavitand was shown to adopt two conformations by 1H NMR spectroscopy. These two conformations are vase and kite like, interconverting fast on the 1H NMR time scale. By titration of an acid and a polar solvent to a solution of our cavitand, we discovered (via 1H NMR spectroscopy) that the conformational changes can indeed be controlled. Such changes in conformation are envisioned to be used in the design of stimuli-responsive systems for applications in the fields of drug delivery, chemical detection, and catalysis.
Ohio State University Arts and Sciences Research Scholarship, Autumn 2005
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