ORGN 559 |
| Andrew G. Sykes and Mariappan Kadarkaraisamy. Department of Chemistry, University of South Dakota, Vermillion, SD 57069 |
| Polyether hosts that include an anthraquinone unit are capable of detecting strong oxoacids in organic solvents. Incorporation of hydronium ion into the polyether host causes n-pi*/pi-pi* inversion of excited states in the anthraquinone lumophore, resulting in a luminescencing probe. Different oxoacids, under the same conditions, result in different emission intensities, creating a new type of anion sensor. We have synthesized an extensive series of compounds that survey the important structural motifs of these sensors. These include incorporation of oxygen, nitrogen and sulfur atoms at different coordination sites within the macrocycle and comparison of open-chain structures with closed-chain macrocycles. Synthesis, characterization data, quantum yields, and binding constants have been well quantified. Additionally, substitution patterns at the lumophore that govern luminescence are also investigated. |
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Bioorganic, Molecular Recognition, Asymmetric Reactions and Syntheses
11:00 AM-1:00 PM, Wednesday, September 10, 2003 Javits Convention Center -- Hall 1B/1C, Poster
Division of Organic Chemistry |