Abstract

Relative to their neutral precursors, higly charged multi-tritylium ions show typical downfield 1H-NMR shifts, whereas the corresponding phenylfluorenylium ions show upfield shifts. A Hückel based model is presented that accounts for this contrasting behavior in terms of antiaromatic ring current in the five-membered ring of the fluorenyl system with essentially null ring currents in the two six-membered rings.

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