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Polyhalogenated heterocyclic compounds Part 45. Reactions of perfluoro-(4-isopropylpyridine) with oxygen, nitrogen and carbon nucleophiles

Chambers, R.D.; Hassan, M.A.; Hoskin, P.R.; Kenwright, A.; Richmond, P.; Sandford, G.

Authors

R.D. Chambers

M.A. Hassan

P.R. Hoskin

A. Kenwright

P. Richmond

G. Sandford



Abstract

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.

Citation

Chambers, R., Hassan, M., Hoskin, P., Kenwright, A., Richmond, P., & Sandford, G. (2001). Polyhalogenated heterocyclic compounds Part 45. Reactions of perfluoro-(4-isopropylpyridine) with oxygen, nitrogen and carbon nucleophiles. Journal of Fluorine Chemistry, 111(2), 135-146

Journal Article Type Article
Publication Date 2001-10
Journal Journal of Fluorine Chemistry
Print ISSN 0022-1139
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 111
Issue 2
Pages 135-146
Publisher URL <Go to ISI>://000171759900005