ORGN 555 |
| The development of robust and highly sensitive platforms for real-time analytical detection is important in a broad range of areas including medical diagnostics, environmental monitoring, food industry, etc. Fluorescent conjugated polymers have a major advantage over small molecules for building chemosensors as they possess the ability to amplify analyte binding event resulting in unprecedented gain in sensitivity. In many cases, specific detection can be achieved by incorporating analyte recognition elements directly into the polymer's conjugated backbone. Since boronic acids found wide applications in designing sensors for saccharides and other compounds with vicinal diol function, we were interested in preparation of boronic acid functionalized conjugated polymers. Such polymers can be superior to small molecule boronic acid chemosensors for sugar detection and other applications. The major challenge in designing a synthetic route to such polymers is that boron-containing groups are generally intolerant to the conditions typically employed in the preparations of conjugated polymers (various transition metal catalyzed reactions) and would not survive through the synthesis. We recently developed a simple synthetic route to a water-soluble boronic acid functionalized fluorescent poly(p-phenylene ethynylene) polymer. In this presentation, we will report on the synthesis, photophysical characterization, and chemosensing studies on this and related fluorescent polymers. |
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Materials, Devices and Switches, Metal-Mediated Reactions, Asymmetric Reactions, Total Synthesis, Biologically-Related Molecules and Processes
7:00 PM-9:00 PM, Wednesday, April 9, 2008 Morial Convention Center -- La Louisiane, Blrm. C, Poster
Division of Organic Chemistry |