Aromaticity with a twist: Möbius [4n]annulenes

Castro C, Isborn CM, Karney WL, Mauksch M, Schleyer PVR e. Aromaticity with a twist: Möbius [4n]annulenes. Organic Letters. 2002;4(3):3431–3434.

Abstract

Aromatic Möbius [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 Möbius forms are not the most stable isomers but may contribute significantly to the chemistry of these annulenes. [structure: see text]
Last updated on 07/25/2022