CHED 371 |
Cucurbit[7]uril (CB[7]) was synthesized according to a standard literature procedure and separated from all other homologues by selective dissolution and recrystallization. While CB[7] is insoluble in water, addition of monosaccharides results in a marked increase in solubility. The interactions between CB[7] and aqueous monosaccharides were studied using various techniques including infrared and NMR spectroscopies. Preliminary results indicate that glucose solutions preferentially interact with CB[7] relative to other homologues, and we have found that CB[7] and monosaccharides associate to form a hydrogen-bonded complex which can be isolated from solution by the use of a precipitating solvent, namely acetone or acetonitrile. Interactions between CB[7] and monosaccharides produce a significant upfield shift of the CB[7] protons as evidenced by 1H NMR. The synthesis, isolation, and characterization of CB[7] and its subsequent interactions with glucose and mannose will be presented. |
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Chemical Education |