Experimental Diels-Alder Reactivities of Cycloalkenones and Cyclic Dienes Explained through Transition-State Distortion Energies

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Experimental Diels-Alder Reactivities of Cycloalkenones and Cyclic Dienes Explained through Transition-State Distortion Energies

Paton, Robert S.; Kim, Seonah; Ross, Audrey G.; Danishefsky, Samuel J.; Houk, K. N.

Angewandte Chemie (International ed.), October 24, 2011, Volume: 50, Issue: 44

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Quantum chemical calculations are used to investigate the experimentally measured reactivities of cyclic dienes and cycloalkenones in the Diels–Alder reaction. The interaction energies (red) are nearly constant; differences arise in changes in distortion energies of both dienophile (blue) and diene (green; see picture, Ea=activation energy; values in kcal mol−1).

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Paton, Robert S. | Kim, Seonah | Ross, Audrey G. | Danishefsky, Samuel J. | Houk, K. N.

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