Radical ions in photochemistry. 21. The photosensitized (electron transfer) tautomerization of alkenes; the phenyl alkene system
DR Arnold, SA Mines
Index: Arnold, Donald R.; Mines, Shelley A. Canadian Journal of Chemistry, 1989 , vol. 67, p. 689 - 698
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Citation Number: 29
Abstract
Alkenes, conjugated with a phenyl group, can be converted to nonconjugated tautomers by sensitized (electron transfer) irradiation. For example, irradiation of an acetonitrile solution of the conjugated alkene 1-phenylpropene, the electron accepting photosensitizer 1, 4- dicyanobenzene, the cosensitizer biphenyl, and the base 2, 4, 6-trimethylpyridine gave the nonconjugated tautomer 3-phenylpropene in good yield. Similarly, 2-methyl-1- ...
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