About the Antiaromaticity of Planar Cyclooctatetraene

A negligible antiaromatic destabilization is found in planar D4h 1,3,5,7‐cyclooctatetraene with alternating bond lengths. The same is also true for the delocalized D8h structure, which has a stabilization energy of only 3–4 kcal mol−1. According to quantum‐chemical calculations, the ground state of...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2001-11, Vol.40 (21), p.3977-3981
Main Author: Klärner, Frank-Gerrit
Format: Article
Language:English
Subjects:
antiaromaticity
cyclooctatetraene
diradicals
resonance energy
Online Access:Get full text
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Summary:A negligible antiaromatic destabilization is found in planar D4h 1,3,5,7‐cyclooctatetraene with alternating bond lengths. The same is also true for the delocalized D8h structure, which has a stabilization energy of only 3–4 kcal mol−1. According to quantum‐chemical calculations, the ground state of 1 is expected to be the planar C2v‐symmetric (1,1) singlet diradical 1′.
ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20011105)40:21<3977::AID-ANIE3977>3.0.CO;2-N