Bond dissociation energies for radical dimers derived from highly stabilized carbon-centered radicals

Mathieu Frenette; Carolina Aliaga; Enrique Font-Sanchis; J C Scaiano

doi:10.1021/ol049111j

Bond dissociation energies for radical dimers derived from highly stabilized carbon-centered radicals

Org Lett. 2004 Jul 22;6(15):2579-82. doi: 10.1021/ol049111j.

Authors

Mathieu Frenette¹, Carolina Aliaga, Enrique Font-Sanchis, J C Scaiano

Affiliation

¹ Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario K1N 6N5, Canada.

PMID: 15255695
DOI: 10.1021/ol049111j

Abstract

[reaction: see text] 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 A, a rather long value for a sigma bond.