CHED 805 |
| James Miller, Joanne D. Kehlbeck, and R. Chris Schnabel. Department of Chemistry, Union College, 807 Union St, Schenectady, NY 12308 |
| Despite the ubiquity of metals in biology, chemistry, and material science, the issues that affect charge transfer through metal centers remain poorly understood. We have generated a series of metallocene-bridged dicyclooctatetraenes in order to investigate charge transfer through the metal center. Copper coupling of sodium cyclopentadienyl anion with bromocyclooctatetraene in hexane/THF mixture was used to generate cyclooctatetraenylcyclopentadiene. Deprotonation with potassium bis(trimethylsilyl)amide generates the anion. Subsequent reaction with iron(II)chloride in THF forms the ferrocene bridged dicyclooctatetraene. Treating dicyclooctatetraenes with two equivalents of an alkali metal forms the planar aromatic dianion of one COT ring. The dicyclooctatetraenyl dianion system undergoes an unusually slow intramolecular two-electron transfer that can be studied by dynamic 1H and 13C NMR spectroscopy. |
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Undergraduate Research Poster Session: Organic Chemistry
2:00 PM-4:00 PM, Monday, March 29, 2004 Anaheim Convention Center -- Hall A, Poster
Division of Chemical Education |