Intramolecular nucleophile-assisted cleavage of organosilane cation radicals

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

doi:10.1016/S0040-4039(00)60466-5

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 journal › Article › peer-review

23 Scopus citations

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 language	English (US)
Pages (from-to)	2863-2866
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	18
DOIs	https://doi.org/10.1016/S0040-4039(00)60466-5
State	Published - Apr 30 1993
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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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.",

author = "Todd, {W. P.} and Dinnocenzo, {J. P.} and S. Farid and Goodman, {J. L.} and Gould, {I. R.}",

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AU - Todd, W. P.

AU - Dinnocenzo, J. P.

AU - Farid, S.

AU - Goodman, J. L.

AU - Gould, I. R.

PY - 1993/4/30

Y1 - 1993/4/30

N2 - 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.

AB - 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.

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Intramolecular nucleophile-assisted cleavage of organosilane cation radicals

Abstract

ASJC Scopus subject areas

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