ORGN 207 |
| The control of the conformation and the limitation of undesired aggregation are of great importance in the design of conjugated organic electronic materials. We report the synthesis of new molecular building blocks that are heterocyclic analogues of poly(phenylene)s (PPs) based on soluble, non-aggregating 1,2-diazines. In these, hindrance at the ortho position is relaxed and planarization may be favored. The target heterocyclic iptycenes are obtained by efficient multigram scale syntheses (up to 50 g). Improved palladium-catalyzed reductive coupling methods were developped to allow for the preparation of large quantities of iptycene-derived bipyridazines. Controlled synthesis of well-defined oligomers up to the sexipyridazine enabled direct structural investigations of their planarity. The new building blocks were employed as ligands in cyclometallated phosphorescent metal complexes and in the preparation of new poly(aryl ether)s that are candidates for low-K dielectric materials and gas absorbtion/storage materials.
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Total Synthesis, Materials, Devices and Switches, Molecular Recognition and Self-Assembly, Biologically-Related Molecules and Processes
8:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster
Division of Organic Chemistry |
