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Symmetry and Orbitals

The lowest state of prismane (2B,) cation lies 16 kcal mol-1 above the 2B2 state of the Dewar benzene cation (at the MP2/6-31 G level). This is considerably less than the corresponding energy difference of the neutral systems (37 kcal mol-1). The ground electronic states of prismane and Dewar benzene ions do not correlate their interconversion is forbidden from both state-symmetry and orbital-symmetry considerations. The CIDNP experiments indicate, however, that the actual barrier is quite small. [Pg.219]


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