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36
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2142819985
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The driving force of the 1,5-hydrogen shift is that secondary aminyl radicals are ca. 15-20 kcal/mol more stable than phenyl radicals (AM1/UHF method). For the bond dissociation energy (BDE) of dimethylamine, see: (a) Feng, Y.; Liu, L.; Wang, J. T.; Zhao, S. W.; Guo, Q. X. J. Org. Chem. 2004, 69, 3129-3138.
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33750487334
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The fact that this is the only example of ring closure at the paraposition of the phenoxy group may be due to the more electrophilic character of the 3-fluoro-substituted phenyl radical compared to that of the phenyl radical.
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46
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