M. Fox, T. L. Pettit
Dec 13, 1985
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0
Influential Citations
13
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Journal
Journal of Organic Chemistry
Abstract
Cyclohexene has been used as an organic probe for mechanism in the semiconductor-photocatalyzed oxidation of bromide in acetonitrile. Products derived from bromine addition and from cyclohexenyl radical mediated autooxidation were isolated. These results implicate a mechanism in which the photoexcited semiconductor effects a one-electron oxidation of adsorbed bromide, producing surface-bound bromine atoms. These potentially could abstract hydrogen from cyclohexene to initiate autooxidation or could migrate along the semiconductor surface, producing bromine (Br/sub 2/), which migrates into solution where it is rapidly trapped in conventional electrophilic addition. 15 references, 1 figure, 1 table.