Canadian journal of chemistry

Radical ions in photochemistry. 18. The photosensitized (electron transfer) tautomerization of alkenes; the 1, 1-diphenyl alkene system

DR Arnold, SA Mines

Index: Arnold, Donald R.; Mines, Shelley A. Canadian Journal of Chemistry, 1987 , vol. 65, p. 2312 - 2314

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Citation Number: 16

Abstract

The photosensitized (electron transfer) irradiation of several conjugated 1, 1-diphenyl alkenes, in acetonitrile with 1, 4-dicyanobenzene or 1-cyanonapthalene as electron accepting sensitizer and 2, 6-lutidine as base, leads essentially quantitatively to tautomerization to the less stable unconjugated isomer (s). The proposed mechanism for this reaction involves formation of the alkene radical cation and sensitizer radical anion ...