Noncovalent Catch and Release of Carboxylates in Water
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The Department of Chemistry seeks to provide students with a foundation in the fundamentals and application of chemical theories and processes of the lab. Thus prepared they me pursue careers as teachers, industry supervisors, or research chemists in a variety of domains (governmental, academic, etc).
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The Department of Chemistry was founded in 1880.
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1880-present
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- College of Liberal Arts and Sciences (parent college)
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Abstract
Association constants of a bis-(acetylguanidinium)ferrocene dication to various (di)carboxylates were determined through UV–vis titrations. Association constant values greater than 104 M–1 were determined for both phthalate and maleate carboxylates to the bis-(acetylguanidinium)ferrocene salt in pure water. Density functional theory computations of the binding enthalpy of the rigid carboxylates for these complexes agree well with the experimentally determined association constants. Catch and release competitive binding experiments were done by NMR for the cation–carboxylate ion-pair complexes with cucurbit[7]uril, and they show dissociation of the ion-pair complex upon addition of cucurbit[7]uril and release of the free (di)carboxylate.
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Reprinted (adapted) with permission from J. Org. Chem., 2014, 79 (7), pp 3152–3158. Copyright 2014 American Chemical Society.