- Synthesis and chemistry of perfluoro macrocycles
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The perfluoro macrocycles perfluoro-18-crown-6, perfluoro-12-crown-4, perfluoro-15-crown-5, perfluoro-cyclohexano-15-crown-5, perfluorodicyclohexano-18-crown-6, perfluorodicyclohexano-24-crown-8, and perfluoro-4,7,13,16,21,24-hexaoxa-1, 10-diazabicyclo[8,8,8] hexacosane (perflorocyptand [222] have been prepared by carefully controlled elemental fluorination. Although they are much weaker bases than their hydrocarbon analogues, these perfluoromacrocycles are very stable materials which should have a number of applications. The crystal structures of perfluoro-18-crown-6 and of a perfluorodicyclohexano-18-crown-6 isomer are reported. Gas-phase studies with several perfluoro crown ethers and with the perfluorocryptand [222] have shown that such macrocycles tenaciously bind O2- and F-. Perfluoro crown ethers and cryptands coordinate anions preferentially over cations. The collisionally activated mass spectra of several perfluoro macrocylic ions are described.
- Lin,Lin,Clark,Lagow,Larson,Simonsen,Lynch,Brodbelt,Maleknia,Liou
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p. 5172 - 5179
(2007/10/02)
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