4.8 Article

Aromaticity with a twist:: Mobius [4n]annulenes

Journal

ORGANIC LETTERS
Volume 4, Issue 20, Pages 3431-3434

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol026610g

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[GRAPHICS] Aromatic Mobius [4n]annulenes with 4n pi electrons, originally conceived by Heilbronner, are characterized computationally. These (CH)(12), (CH)(16), and (CH)(20) minima have nearly equal C-C bond lengths, small twist angles around the rings, and magnetic properties (NICS, nucleus-independent chemical shifts-see above at various positions in [16]annulene-and magnetic susceptibility exaltations) indicating significantly diatropic ring currents. The Mobius forms are not the most stable isomers but may contribute significantly to the chemistry of these annulenes.

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