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(a) For an upper bound to 1,2- and 1,3-hydrogen shifts in simple alkyl radicals, see: Yamauchi, N.; Miyoshi, A.; Kosaka, K.; Koshi, M.; Matsui, H. J. Phys. Chem. A 1999, 103, 2723-2733. (b) Plausible 1,2- and 1,3-nydrogen shifts in photoexcited, matrix-isolated hexyl radicals have recently been reported by Takada, T.; Koizumi, H.; Ichikawa, T. Chem. Phys. Lett. 1999, 300, 233-256.
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For recent examples, see: (a) Alchanati, I.; Patel, J. A.; Liu, J.; Benedict, C. R.; Stipanovic, R. D.; Bell, A. A.; Yunxing, C.; Magill, C. W. Phytochemistry 1998, 47, 961-967. (b) Berrier, C.; Jacquesy, J.-C.; Jourannetaud, M.-P.; Lafitte, C.; Vidal, Y.; Zunino, F.; Duflos, A. Tetrahedron 1998, 54, 13761-13770.
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16
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0345435005
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note
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Our most recent DFT calculations (B3LYP/6-311G**, including zero-point correction) place the 0 K heat of formation of 1-fluoro-1-propyl cation 15 kJ mol-1 below that of 1-fluoro-2-propyl cation.
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17
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0344141351
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Shaler, T. A.; Morton, T. H. J. Am. Chem. Soc. 1989, 111, 6868-6870; 1990, 112, 4090.
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Shaler, T. A.; Morton, T. H. J. Am. Chem. Soc. 1989, 111, 6868- 6870; 1990, 112, 4090.
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Eyler, J. R.; Ausloos, P.; Lias, S. G. J. Am. Chem. Soc. 1974, 96, 3673-3675.
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and references therein
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(a) Morton, T. H. Tetrahedron 1982, 38, 3195-3243 and references therein.
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