Intramolecular nucleophile-assisted cleavage of organosilane cation radicals

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

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

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
Volume34
Issue number18
DOIs
StatePublished - Apr 30 1993
Externally publishedYes

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Nucleophiles
Cations
Substitution reactions
Electrons
Ions

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Intramolecular nucleophile-assisted cleavage of organosilane cation radicals. / Todd, W. P.; Dinnocenzo, J. P.; Farid, S.; Goodman, J. L.; Gould, Ian.

In: Tetrahedron Letters, Vol. 34, No. 18, 30.04.1993, p. 2863-2866.

Research output: Contribution to journalArticle

Todd, W. P. ; Dinnocenzo, J. P. ; Farid, S. ; Goodman, J. L. ; Gould, Ian. / Intramolecular nucleophile-assisted cleavage of organosilane cation radicals. In: Tetrahedron Letters. 1993 ; Vol. 34, No. 18. pp. 2863-2866.
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