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Anchimeric assistance in C-H bond homolysis. Reaction of tert-butoxyl radicals with tetraethyl group 4 compounds

From National Research Council Canada

DOIResolve DOI: https://doi.org/10.1021/ja00287a038
AuthorSearch for: 1; Search for: 1; Search for: 1; Search for: 1
Affiliation
  1. National Research Council of Canada
FormatText, Article
Abstract
Three complementary techniques have been used to obtain relative and absolute rate constants for the abstraction of α- and β-hydrogen atoms from (CH3CH2)4M (M = C, Si, Ge, Sn) by tert-butoxyl radicals. Both α and β positions of Et4M are activated for M = Si, Ge, Sn, as compared with the 1- and 2-positions in n-pentane. The activation was greater at the β than at the α position, and followed the order Sn > Ge > Si. This provides unequivocal evidence for anchimeric assistance to removal of hydrogen β to a Si, Ge, or Sn atom.
Publication date
In
  • Journal of the American Chemical Society 107, no. 1 (1985): 208–211.
LanguageEnglish
Peer reviewedYes
NPARC number21276508
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Record created2015-10-13
Record modified2020-03-17
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