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Shortcomings of basing radical stabilization energies on bond dissociation energies of alkyl groups to hydrogen

Authors :
Zavitsas, Andreas A.
Rogers, Donald W.
Matsunaga, Nikita
Source :
Journal of Organic Chemistry. August 20, 2010, Vol. 75 Issue 16, 5697-5700
Publication Year :
2010

Abstract

Stabilization energies (S[E.sub.H]) of carbon radicals are defined as the difference between the bond dissociation energy (BDE) of C[H.sub.3]-H, as a reference point, and of R-H, where stabilization energy has implied that it is an intrinsic property of the radical and a quantitative measure of stability. S[E.sub.H] values are neither an intrinsic property nor a quantitative measure of stability and an alternative is available that is not limited only to carbon-carbon and carbon-hydrogen bonds, does not depend on any one particular molecule or BDE as reference point and is accurate with different types of bonds.

Details

Language :
English
ISSN :
00223263
Volume :
75
Issue :
16
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.238297242