Abstract

AbstractExperimental results demonstrate that, in the course of gas‐phase Fe+‐mediated dehydrogenation of tetralin, the metal ion sticks to the same plane of the hydrocarbon surface. The study of 5‐substituted, labeled tetralin analogues reveal the operation of an interesting substituent effect: Steric hindrance imposed by a CH3 group at C(5) deflects the metal to the more easily accessible region of C(1)/C(2); in contrast, a CH3O substituent at C(5) directs the metal ion to the more congested C(3)/C(4) region which clearly points to a coordination of Fe+ to the MeO group in the course of the haptotropic migration.

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