Issue 0, 1974

Light-induced and related reactions of quinones. Part XI. 4,4′-Diphenoquinones

Abstract

Irradiation of 4,4′-diphenoquinone [bi(cyclohexa-2,5-dienylidene)-4,4′-dione] with visible light in acetaldehyde gives 4,4′-dihydroxybiphenyl, 4-acetoxy-4′-hydroxybiphenyl, and 3-acetyl-4,4′-dihydroxybiphenyl. Analogous products result from irradiation in benzaldehyde. These results are compared with those previously reported for 1,4-benzoquinone.

3,3′,5,5′-Tetramethyl-4,4′-diphenoquinone gives predominantly the hydroquinone when it is irradiated in acetaldehyde, but the 3,3′,5,5′-tetra-t-butyl homologue was unchanged.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1974, 295-297

Light-induced and related reactions of quinones. Part XI. 4,4′-Diphenoquinones

J. M. Bruce and A. Chaudhry, J. Chem. Soc., Perkin Trans. 1, 1974, 295 DOI: 10.1039/P19740000295

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