Journal of Organic Chemistry p. 3353 - 3355 (1982)
Update date:2022-08-16
Topics:
Kwart, Harold
Brechbiel, Martin W.
The evidence of a temperature-independent kH/kD value of 2.557 and a nearly identical inverse (kH/kD)value of 0.950-0.957 at the ? centers of allylbenzene strongly suggest a transition-state (TS) structure similar to that proposed for the highly reactive =S=N-.Here a symmetrically structured (2 + 2) charge-transfer complex is formed in a preliminary step, followed by a pseudopericyclic TS similar to that characterized previously for superene reactions.
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