The photoreactions of aromatic carbonyl compounds with amines. Part II. The reactions of triplet benzophenone and other ketones with primary and secondary aromatic amines
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 15,p. 2351-2355
- https://doi.org/10.1039/p29720002351
Abstract
Triplet benzophenone does not react efficiently with aniline, o-toluidine, and diphenylamine to give isolable products. However, flash-photolysis studies showed that the ketone quite efficiently abstracts hydrogen from the amines. From a consideration of the kinetics of decay of the α-hydroxydiphenylmethyl radical, pathways were suggested whereby the radicals may react so as to produce the starting compounds. These results lead to a questioning of the assumption that primary and secondary aromatic amines act purely as physical quenchers for triplet ketones and the conclusion is reached that deactivation may be a result of either or both electron transfer and hydrogen-atom transfer. 9,10-Dihydroacridine reacts with excited benzophenone, benzylideneacetophenone, and benzylideneacetone to give isolable reduction products.Keywords
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