Light-induced and related reactions of quinones. Part XI. 4,4′-Diphenoquinones
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 295-297
- https://doi.org/10.1039/p19740000295
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.Keywords
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