Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Organic and Biological
Photochemical Reactions of α-Bromoacetylarenes Studied by Product Analysis and Laser Flash Photolysis
Toshiaki SuzukiYuji KanekoMasashi IkegamiTatsuo Arai
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2004 Volume 77 Issue 4 Pages 801-806

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Abstract

The hydrogen abstraction reaction and rearrangement reaction of aroylmethyl radicals were studied by product analyses and transient absorption spectroscopies. The α-bromoacetylarenes examined in this study gave aroylmethyl radicals by C–Br bond cleavage upon photoirradiation. According to the results of the product analysis, the rearrangement reaction takes place in the aroylmethyl radicals produced on irradiation of 1-bromoacetylnaphthalene (1-BAN) and 9-bromoacetylanthracene (9-BAA). The rate constants of the rearrangement reaction resulting in an arylmethyl radical and the hydrogen abstraction reaction resulting in an acetylarene for aroylmethyl radicals were estimated based on the results of laser flash photolysis and product analysis.

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© 2004 The Chemical Society of Japan
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