Photo-induced reduction of fluoren-9-ol and its acetate by aliphatic amines
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2613-2616
- https://doi.org/10.1039/p19800002613
Abstract
Irradiation of fluoren-9-ol and its acetate in the presence of an aliphatic amine gave fluorene as the major product. The yield of fluorene depended upon the character of amine and increased in the order of primary < secondary < tertiary amines. By the use of deuteriated reagents ([2H1]methanol and [2H3]acetonitrile) it was revealed that the major process was electron transfer followed by proton transfer. A radical reaction also participated as a minor process. A possible reaction mechanism similar to the photo-induced Birch reduction was proposed.Keywords
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