Journal of the American Chemical Society

Photoreactivity of the conjugate bases of two aromatic ketones: photochemistry of the enolates of. alpha.,. alpha.-diphenylacetophenone and deoxybenzoin

SR Ruberu, MA Fox

Index: Ruberu, Shiyamalie R.; Fox, Marye Anne Journal of the American Chemical Society, 1992 , vol. 114, # 16 p. 6310 - 6317

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Citation Number: 7

Abstract

Abstract: Photoexcitation of the enolate anion of deoxybenzoin (4) induces geomeric isomerization, as evidenced by ground state bleaching and formation of a metastable isomer. In aerated THF, the enolate of a, a-diphenylacetophenone 5 reacts by electron transfer to the excited triplet state of its thermal autoxidation product benzophenone. The calculated geometries of 4 and 5 (AM-1) correlate well with those found by solution and ...