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  Home > JCE Print > Journal of Chemical Education > Issues > 2007  > September  >
Research: Science and Education
The Aromaticity of Pericyclic Reaction Transition States
Henry S. Rzepa
Department of Chemistry, Imperial College London, South Kensington Campus, London, SW7 A2Z, United Kingdom
Cover
September 2007
Vol. 84 No. 9
p. 1535
Abstract
An approach is presented that starts from two fundamental concepts in organic chemistry, chirality and aromaticity, and combines them into a simple rule for stating selection rules for pericyclic reactions in terms of achiral Hückel-aromatic and chiral Möbius-aromatic transition states. This is illustrated using an example that leads to apparent contradictions if treated using more conventional selection rules, but is readily understood in terms of the aromatic transition-state model.
Supplement
A digital version of this article with interactive figures is available.
More Information
*
Citation
Rzepa, Henry S. J. Chem. Educ. 2007, 84, 1535.
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Keywords
Alkanes / Cycloalkanes; Alkenes; Aromatic Compounds; First-Year Undergraduate / General; Graduate Education / Research; Mechanisms of Reactions; Organic Chemistry; Problem Solving / Decision Making; Second-Year Undergraduate; Stereochemistry; Textbooks / Reference Books; Upper-Division Undergraduate
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History
Created:
Last Updated:
7/23/2007
8/16/2007
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