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Synthesis of a 2,3';6',3''-terpyridine scaffold as an alpha-helix mimetic

Jessica M Davis1, Anh Truong, Andrew D Hamilton

  • 1Department of Chemistry, Yale University, P.O. Box 20810, New Haven, Connecticut 06511, USA.

Organic Letters
|November 18, 2005
PubMed

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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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