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Synthesis and Optical Properties of Four Oligothiophene-Ruthenium Complexes and Synthesis of a Bidentate Ligand for C-F Bond ActivationBair, Joseph S. 04 December 2006 (has links)
Photovoltaic cells and fluorescence sensing are two important areas of research in chemistry. The combination of photon-activated electron donors with electron acceptors provides a strong platform for the study of optical devices. A series of four oligothiophene-ruthenium complexes has been synthesized. Variation in oligothiophene length and bipyridine substitution allowed comparison of these variables on electronic properties. The longer oligothiophenes display lower energy absorption and emission compared to the shorter ones. Aromatic conjugation appears more complete with para-, rather than meta-, substitution. Oligothiophenes and Ru(bpy)32+ are highly fluorescent individually, but fluorescence is quenched when connected. Bonds of carbon to fluorine are among the strongest single bonds. Single bonds between carbon and hydrogen are also very strong and are ubiquitous. The ability to manipulate these bonds is of great interest to chemists. Two tungsten metal complexes, [6 (perfluorophenyl)bipyridyl] tetracarbonyltungsten and [6-(phenyl)bipyridyl]tetracarbonyltungsten, were prepared for mechanistic C-F and C-H bond activation studies, respectively. These compounds were synthesized through Stille and Suzuki coupling of commercial reagents. Ligands were then bound to tungsten to form the tetracarbonyl complexes.
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