CHED 502 |
| The syntheses of different fullerene derivatives and their applications as molecular transistors are the objectives of this work. The groups attached to the fullerene could complex with different metals surfaces and because previous electrochemical studies are know that electrons travel through the molecule causing a flow of electrons, current. Different derivatives were synthesized using two known reactions, the Bingel and Prato reactions, which are cyclopropanation and 1,3-dipolar cycloaddition reactions, respectively. The Bingel reaction consists of addition of an α-bromocarbanion to C60, resulting in the formation of cyclopropane rings on the fullerene. The Prato reaction consists of addition of a 1,3-azomethine ylide, formed in situ from the reaction between R-glycines and formaldehyde, resulting in the formation of a pyrrolidine adducts on the surface of C60. Because of the multiple possibilities of addition, we had mixtures of regioisomers in some of our reactions, column chromatography were used to separate them. We synthesized three bisadducts, they were separate by column chromatography and analyzed by Nuclear Magnetic Resonance (NMR) and mass spectrometry (MALDI-TOF). These molecules could be used as the starting material for the three-pronged molecular transistor. |
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster
Division of Chemical Education |