Photoreduction of aromatic ketones by amines in aqueous and alcoholic solution
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 17,p. 2203-2207
- https://doi.org/10.1039/j39690002203
Abstract
Photolysis of fluorenone in an ethanolic solution of triethylamine and of benzophenone in aqueous and alcoholic solutions of isobutylamine and t-butylamine gave the radical-anion of the ketone which was, in each case, characterised by e.s.r. With fluorenone, the products included 9-hydroxyfluorene and 9,9′-bisfluorenyl-9,9′-diol. Photolysis of benzophenone in aqueous and alcoholic solutions of a number of aliphatic amines usually gave 1,1,2,2-tetraphenylethane-1,2-diol. 4-Phenylbenzophenone, and 2-acetylnaphthalene, on photolysis in ethanolic triethylamine, gave the corresponding diols. Fluorenone is thermally reduced by solutions of sodium isopropoxide in isopropyl alcohol to give its radical-anion which subsequently gives 9-hydroxyfluorene.Keywords
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