CHED 821 |
| Michael D. Wolter1, W. Gary Hollis Jr.1, Paul A. Deck2, and Carla Slebodnik2. (1) Department of Chemistry, Roanoke College, 221 College Avenue, Box 212, Salem, VA 24153, (2) Department of Chemistry, Virginia Tech, 107 Davidson Hall, Blacksburg, VA 24061-0212 |
| The purpose of this research was to synthesize and purify several highly-fluorinated ferrocene derivatives and characterize each by solubility characteristics in organic and fluorous solvents. 1,1’-Bis(tetrafluoropyridyl)ferrocene was synthesized from pentafluoropyridine, sodium cyclopentadienide, and iron(II) bromide followed by purification with alumina filtration and recrystallization. Alkoxy derivatives of 1,1’-bis(tetrafluoropyridyl)ferrocene were synthesized using this starting material and perfluorinated alcohols. The alcohols added to four positions on the starting material; all four positions were ortho to the nitrogens on the pyridine rings. The alcohols used had the formula CF3(CF2)nCH2OH where n=0, 2, 5, 6, 7, 8, and 9. The alkoxy derivatives were purified by recrystallization. 1H and 19F NMR were used to characterize the compounds. X-ray crystallography was used to characterize one of the derivatives. Partition coefficients between toluene and perfluoromethylcyclohexane were determined for the compounds using UV/visible 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 |