Bond Dissociation Energies for Radical Dimers Derived from Highly Stabilized Carbon-Centered Radicals

The temperature dependence of the dissociation of dimers formed from highly stabilized carbon-centered radicals has been examined. Analysis of the data yields the bond dissociation energy (BDE) for the central head-to-head C−C bond in these compounds. For example, for the dimer derived from 3-phenyl...

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Bibliographic Details
Published in:Organic letters 2004-07, Vol.6 (15), p.2579-2582
Main Authors: Frenette, Mathieu, Aliaga, Carolina, Font-Sanchis, Enrique, Scaiano, J. C
Format: Article
Language:English
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Summary:The temperature dependence of the dissociation of dimers formed from highly stabilized carbon-centered radicals has been examined. Analysis of the data yields the bond dissociation energy (BDE) for the central head-to-head C−C bond in these compounds. For example, for the dimer derived from 3-phenyl-2-coumaranone, BDE is 23.6 kcal/mol and the C−C bond length 1.596 Å, a rather long value for a σ bond.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol049111j