Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Theoretical and Physical
Bond-Length Equalization and Aromaticity in Charged π-Systems
Jun-ichi Aihara
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2004 Volume 77 Issue 12 Pages 2179-2183


The conventional interpretation of bond-length equalization gives a misleading picture of the aromaticity on charged π-systems. A charged π-system in general is reluctant to undergo marked bond-length alternation, even if it is antiaromatic with a negative topological resonance energy. The pentalene dication and the C60 decacation are antiaromatic with a modest distortion of the molecular skeleton. Small maximum eigenvalues of the bond–bond polarizability matrices support the absence of second-order double-bond fixation in many charged antiaromatic π-systems.

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© 2004 The Chemical Society of Japan
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