ORGN 201 |
| 1,3,5-Triaroylbenzene can be conveniently prepared via cyclotrimerization of aryl ethynyl ketones or the corresponding enaminones. Thus functionalized triaroylbenzenes are accessible through a modular approach that entails trimerization of appropriately substituted precursors. We envision utilizing the triaroylbenzene framework as a versatile scaffold for the construction of a variety of supramolecular receptors and devices. Towards this end, tris(crown ethers) of various sizes have been assembled and their affinity for alkali cations has been determined using UV-visible spectrophotometry. Preliminary results revealed that the tris(crown ethers) display different alkali metal selectivities as compared to their monomeric precursors. To enhance and/or alter the binding ability and selectivity of functionalized triaroylbenzene crown ethers, we are simultaneously investigating the preparation of conformationally rigid derivatives obtained via manipulation of the carbonyl linkages. Successful control of conformational flexibility in the triaroylbenzene framework would then afford potential molecular receptors with defined shapes and dimensions.
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Molecular Recognition and Self-Assembly
8:00 AM-12:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- C302, Oral
Division of Organic Chemistry |
