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The photochemical reaction of cerium(IV) ammonium nitrate with alkenes. Rate and mechanism for the addition of the nitrate radical to alkenes

✍ Scribed by E. Baciocchi; T. Del Giacco; S.M. Murgia; G.V. Sebastiani

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 884 KB
Volume: 44
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)90103-6

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✦ Synopsis

The photochemical reaction of cerium(IV) ammonium nitrate (CAN) in acetonitrile with cyclohexene, I-octene and a series of styrene derivatives leads to the formation of 1,2--dlnitrate adducts in high yields. The reaction takes place by the intermediacy of the nitrate radical which forms in the photolysis of CAN. The reaction rate of N03* with the olefinic substrates has been determined by the laser flash photolysis technioue. High values of reactivity are observed, the second order rate constants ranging from 5x108 to 9x109 M-Is-I. The plot of the rate data for substituted styrenes against G+ value of -0.97.

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