Gronert Scott
Department of Chemistry, Virginia Commonwealth University, 1001 West Main Street, Richmond, Virginia 23284, USA.
Org Lett. 2007 May 24;9(11):2211-4. doi: 10.1021/ol070706z. Epub 2007 May 1.
Ingold and DiLabio recently proposed that a correlation between C-H bond dissociation energies (BDE's) and spin delocalization terms calculated from EPR spectra was evidence that hyperconjugation plays an important role in stabilizing alkyl radicals. This correlation cannot be extended to C-C BDE's and the nature of the deviation is inconsistent with modern data on the 1,3 carbon-carbon interaction energies in alkanes. This result suggests that hyperconjugation is not a key factor in determining BDE's.
英戈尔德和迪拉比奥最近提出，碳氢键离解能（BDE）与根据电子顺磁共振光谱计算出的自旋离域项之间的相关性证明，超共轭在稳定烷基自由基中起着重要作用。这种相关性不能扩展到碳-碳BDE，且偏差的性质与关于烷烃中1,3碳-碳相互作用能的现代数据不一致。这一结果表明，超共轭不是决定BDE的关键因素。
