Abstract
The planar arrangement around C=C double bonds has been almost axiomatic for several decades in organic chemistry. However, in recent years pyramidal distortion at an sp2-carbon atom was given serious attention, both experimentally and computationally (for references see a recent paper by Mastryukov and Boggs [1]). The most highly pyramidalized olefin yet known is still cubene, first predicted computationally [2] and soon after isolated by Eaton and Maggini [3].
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Mastryukov, V.S. (2002). The Myth About Planarity of Olefinic Carbon Atoms: an Ab Initio Study. In: Domenicano, A., Hargittai, I. (eds) Strength from Weakness: Structural Consequences of Weak Interactions in Molecules, Supermolecules, and Crystals. NATO Science Series, vol 68. Springer, Dordrecht. https://doi.org/10.1007/978-94-010-0546-3_12
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DOI: https://doi.org/10.1007/978-94-010-0546-3_12
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