✍ Scribed by Friebolin, Heike ;Rüchardt, Christoph
No coin nor oath required. For personal study only.
Hydrogen is transferred from acridane (1c) and N‐methylacridane (1d) to α‐methyl‐styrene (2) in a bimolecular uncatalyzed reaction at 260–300°C. On the basis of the activation parameters (for 1c: Δ__H__^≠^ = 29.0 kcal/mol, Δ__S__^≠^ = −23.5 e.u. in triglyme) the kinetic isotope effect (k~H~/k~D~ = 2.0, in triglyme at 300°C) as well as the small solvent effects and from the observation of an EPR signal of N‐methylhydroacridyl radicals a three‐step radical mechanism is prosposed which is initiated by a retrodisproportionation between 1 and 2.
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