Reactions involving fluoride ion. Part 20. Competition between isomerization and nucleophilic attack on a perfluoroalkene
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1551-1554
- https://doi.org/10.1039/p19800001551
Abstract
Reaction of perfluoro-3,4-dimethylhex-3-ene (1) with amine gives products which arise from nucleophilic attack directly on (1) but also products derived from attack on isomers of (1), i.e. perfluoro-3,4-dimethylhex-2-ene (2) and perfluoro-3-methylene-4-methylhexane (3), promoted by fluoride ion which is generated during reaction. The products obtained depend critically on the steric requirements of the attacking amine, e.g. Et2NH gives products arising exclusively from attack on isomer (3).Keywords
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