4.8 Article

Distinguishing between abstraction and addition as the first step in the reaction of a nitroxyl radical with cyclohexene

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ORGANIC LETTERS
Volume 6, Issue 10, Pages 1641-1643

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AMER CHEMICAL SOC
DOI: 10.1021/ol049527x

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An unambiguous method for distinguishing between abstraction-addition and addition-abstraction mechanisms (and mixtures thereof) in the reaction of 4-hydroxy-2,2,6,6-tetramethylpiperidine-N-oxyl with a specifically deuterated cyclohexene, 1,2-dideuteriocyclohexene, is demonstrated.

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