CHED 1034 |
| Hydrogen shift reactions for the 1,5 hydrogen shift and the 1,7 hydrogen shift in 1,3-pentadiene and 1,3,5-heptatriene respectively were examined using the valency interaction formula (VIF) method in conjunction with DFT B3LYP 6-311G++d,p and HF 6-311G++d,p. Results consistent with the frontier orbital method of Kenichi Fukui and the Woodward-Hoffman rules were found. VIF is a pictorial form of MO theory derived from quantum mechanics and is easily verifiable with known molecular properties. VIF pictures represent effective one-electron density or Hamiltonian operators and for this reason can be used to derive qualitative properties of molecules. The VIF approach gives results consistent with all of the other methods used. The 1,5 H-shift transition structure is suprafacial, while the 1,7 H-shift transition structure was determined to be antarafacial. The energy differences between the reactants, transition structure, and products were determined computationally and agreed with VIF and the other qualitative methods. |
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Undergraduate Research Poster Session: Physical Chemistry
2:00 PM-4:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster
Division of Chemical Education |