Ionization potential norbornadiene

Figure 3.7. Four-electron, two-orbital interaction diagram for norbornadiene and its ionization potentials.

Ionization potential of Continued) butenone, 123 cyclic diacetylenes, 305 cyclohexene, 48, 102 cis-cyclooctene, 102 Zraus -cyclooctene, 102 DABCO, 81 dimethyl ether, 123 ethylene, 80, 319 formaldehyde, 123, 319 hydrogen atom, 55, 75 methanol, 123 methyl acetate, 123 methyl acrylate, 123 nitrous oxide (N2O), 172 norbornadiene, 48 norbornene, 48 oxetane, 123 tetrahydrofuran, 123 trimethylamine, 81 water, 123... 

Kinetic and equilibrium acidities of bridgehead hydrogens in fluorinated norbornanes and bicyclo[2,2,2]octanes are accommodated by a classical field effect modelled on Kirkwood-Westheimer calculations. The stability of the donor-acceptor complexes of homoconjugated dienes e.g. norbornadiene) with tetracyanoethylene increases with increasing ionization potential of the donor hydrocarbon, and the IP values also correlate with the charge-transfer excitation energies. ... 

The ionization potentials of some substituted norbornadienes have been measured by photoelectron spectroscopy. The values which pertain to the tt orbitals are shown ... 

In norbornadiene, through-space interaction between the Ji-orbitals is more important than any through-bond interaction. In (19) and (20) an additional interaction with the diene is possible. In Figure 1, vertical ionization potentials of the appropriate jc-orbitals are shown similar effects are observed although the additional methyl groups in (20) result in a displacement of... 

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