Title: N-halogeno-compounds. Parts 10. N-fluoroquinuclidinium triflate
Abstract: Direct fluorination of quinuclidine at ca. -33 °C in acetonitrile containing lithium trifluoromethanesulphonate (triflate) gives N-fluoroquinuclidinium triflate (2) in excellent yield. Similar fluorination of quinuclidine in trichlorofluoromethane at -78 °C, followed by treatment of the resultant N-fluoroquinuclidinium fluoride (1) with trimethylsilyl triflate, also yields the new triflate, but in somewhat lower yield (80%). N-Fluoroquinuclidinium triflate (2) is much more convenient to use as an electrophilic fluorinating agent than the fluoride (1) owing to its non-hygroscopic nature.
Publication Year: 1988
Publication Date: 1988-11-01
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 19
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