Journal of the American Chemical Society

Mechanism of 2, 4-cyclohexadienone photoisomerization

J Griffiths, H Hart

Index: Griffiths,J.; Hart,H. Journal of the American Chemical Society, 1968 , vol. 90, p. 3297 - 3298

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Citation Number: 30

Abstract

Most 2, 4-~ yclohexadienones undergo reversible ring fission on irradiation to form ketenes which may be trapped by suitable nucleophiles.'~ 2~ 2a On the other hand certain alkyl- substituted dienones undergo specific photoisomerization to bicyclo [3. lO] hexenones to the complete exclusion of ring-opened products, even with alcohols as solvent. An important controlling factor in these processes is the pattern of substitution in the dienone, and it has ...