Intramolecular nucleophile-assisted cleavage of organosilane cation radicals

W. P. Todd, J. P. Dinnocenzo, S. Farid, J. L. Goodman, I. R. Gould

Research output: Contribution to journalArticlepeer-review

23 Scopus citations


Organosilane cation radicals which have tethered nucleophiles are found to undergo rapid intramolecular nucleophilic substitution in both high and low polarity solvents. This reaction competes with both separation and return electron transfer within the primary ion radical pair generated by photoinduced bimolecular electron transfer. These results demonstrate the ability to effect ion radical substitutions in low polarity solvents.

Original languageEnglish (US)
Pages (from-to)2863-2866
Number of pages4
JournalTetrahedron Letters
Issue number18
StatePublished - Apr 30 1993
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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