Journal
JOURNAL OF FLUORINE CHEMISTRY
Volume 111, Issue 2, Pages 135-146Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/S0022-1139(01)00445-6
Keywords
heterocycles; nucleophilic aromatic substitution; perfluoro-(4-isopropylpyridine)
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Reactions between perfluoro-(4-isopropylpyridine) (1) and a variety of oxygen-, nitrogen- and carbon-centred nucleophiles are reported. A range of mono-, di- and tri-substituted perfluoro-(4-isopropylpyridine) derivatives were synthesised for which yields and regiochemistry depended on reaction conditions. The barriers to rotation for the perfluoro-isopropyl group in several pyridine systems were measured by F-19 NMR spin-saturation transfer experiments. (C) 2001 Elsevier Science B.V. All rights reserved.
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