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Florian L Geyer1, Silke Koser, Maximilian N Bojanowski

  • 1Organisch Chemisches Institut, Im Neuenheimer Feld 271, 62912 Heidelberg, Germany. fg2440@columbia.edu.

Chemical Communications (Cambridge, England)
|November 28, 2017
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Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
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