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Evidence for radical mechanism and a cage effect in the thermal rearrangement of N-benzyl-N-methylaniline N-oxide

✍ Scribed by John P. Lorand; Russell W. Grant; Mrs.Patricia A. Samuel


Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
100 KB
Volume
10
Category
Article
ISSN
0040-4039

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✦ Synopsis


We wish to report direct evidence for a homolytic scission-recombination mechanism in the thermal eMeisenheimer" rearrangement' of the title compound, I, to the hydroxylamine, II (equation I). This mechanism W&B apparently first proposed by Schgllkopf,3 who adduced threefold


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## Abstract In contrast to the diaryl, dialkyl, alkylaryl, and parent series, nothing is known about the generation and chemical behavior of arylbenzylnitrenium ions. Herein, we report that these species can be generated by a process involving an unprecedented thermal rearrangement of isoxazolidine