Factors affecting the rates of addition of free radicals to alkenes - Determination of absolute rate coefficients using the persistent aminoxyl method

Athelstan L.J. Beckwith, James S. Poole*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    45 Citations (Scopus)

    Abstract

    The rate of coupling of alkyl radicals with the persistent aminoxyl radical 1,1,3,3-tetramethyl-isoindolin-N-oxyl (1) has been used as a kinetic probe to determine absolute rate coefficients for the addition of alkyl radicals to methyl acrylate. The results are discussed in terms of the role of the structure and functionalization of the attacking radical on the rates of addition, particularly as they affect steric, polar, and enthalpic factors. The aminoxyl method is assessed against other methods for determining free radical addition rate coefficients.

    Original languageEnglish
    Pages (from-to)9489-9497
    Number of pages9
    JournalJournal of the American Chemical Society
    Volume124
    Issue number32
    DOIs
    Publication statusPublished - 14 Aug 2002

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