Breaking Down Barriers: The Liaison between Sigmatropic Shifts, Electrocyclic Reactions, and Three-Center Cations

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Abstract

Almost indistinguishable transition-state (TS) geometries, which differ only by the presence or absence of a simple proton, were found for electrocyclic and sigmatropic rearrangements with the same electron count (see picture).

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Hoffmann, R., & Tantillo, D. J. (2003). Breaking Down Barriers: The Liaison between Sigmatropic Shifts, Electrocyclic Reactions, and Three-Center Cations. Angewandte Chemie - International Edition, 42(47), 5877–5882. https://doi.org/10.1002/anie.200352853

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