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Mechanism of the Iodide-Ion Induced Dehalogenation of Substituted Stilbene Dibromides

✍ Scribed by J. Nasielski; V. Guiette-Limbourg

Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
250 KB
Volume
81
Category
Article
ISSN
0037-9646

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✦ Synopsis

Symmetrically ring-substituted stilbene mew dibromides are dehalogenated by iodide ions in acetone with rates depending on the substituent. The HAMMETT pn correlation for this E2 concerted elimination is however a curve showing a well-defined minimum (fig. 1) rather than a straight line. This behaviour is ascribed to the very high polarizability of the transition state.

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