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19F NMR chemical shifts of n-F-alkyl compounds
Authors:Georges Santini  Maurice Le Blanc  Jean G Riess
Institution:Laboratoire de Chimie Minérale Moléculaire, Equipe de Recherche Associée au CNRS, Université de Nice, Parc Valrose, 06034 Nice Cedex France.
Abstract:The examination of 19F chemical shifts for ca. 650 F-alkylated compounds of general formula CF3(CF2)nCF2X led to the following conclusions: the CF2 groups α to X are very sensitive to the nature of X, and are spread over a range of 85 ppm. The effect of the length of the F-alkyl chain decreases rapidly, so that δCF2(α) can already be considered as characteristic of X for n = 1 or 2 for most practical purposes. Solvent effects (in 9 different solvents having ε = 1.8 to 52.1) were found to be rather small except for the F-alkyl iodides. A chart which indicates the domain in which the CF2(α) resonance signal is to be expected is given for 42 different series of F-alkylated compounds; it is expected to provide the synthetic chemist with a useful tool for the identification and characterization of such compounds.
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