In this reaction, we see a degenerate [3,3] shift from a boat conformation of the cycloheptane ring. The boat structure and the transition state for the reaction are shown below, with their energies. Energies calculated at the HF/6-31G* level with ZPE correction. | ||
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boat structure |
transition state structure |
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The transition state is 61 kcal/mol above the boat conformation, which is itself about 3 kcal/mol above the chair conformation. However, the reaction cannot take place from the chair conformation of the cycloheptane ring. | ||