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(8) α-Alkoxy or phenoxy substituted akyl fluorides react with Grignard reagents, see: (a) Yokoyama, M.; Toyoshima, H.; Shimizu, M.; Mito, J.; Togo, H. Synthesis 1998, 409-412.
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0037798846
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note
-
3 are 112, 85, 74 kcal/mol for X = F, Cl, Br, respectively. Energy differences between these two bonds for F, Cl, Br are similar (30, 28, 27 kcal/mol, respectively), indicating that the reaction of alkyl fluorides is not disfavored energetically.
-
-
-
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28
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0034596340
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N2 mechanism. A theoretical study proposed a cyclic transition state having an RX-Li interaction, which facilitates R-X bond cleavage in the rate-determining step: Nakamura, E.; Mori, S.; Morokuma, K. J. Am. Chem. Soc. 2000, 122, 7294-7307.
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0033582676
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-1 (at 25 °C) for the isomerization of the 6,6-diphenyl-5-hexenyl radical to the cyclopentyldiphenylmethyl radical has been reported: Newcomb, M.; Choi, S.-Y.; Horner, J. H. J. Org. Chem. 1999, 64, 1225-1231.
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Newcomb, M.1
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