Electrophilic Substitution of 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane

Nitration of octafluoro[2.2]paracyclophane (OFP) provides an entry into the synthesis of a series of 11 monosubstituted OFPs, including the nitro, amino, chloro, bromo, iodo, hydroxy, and trifluoromethyl compounds. The NMR, mass spectrometric, and UV spectral properties of all of these derivatives a...

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Bibliographic Details
Published in:Journal of organic chemistry 1999-12, Vol.64 (25), p.9137-9143
Main Authors: Roche, Alex J, Dolbier, William R
Format: Article
Language:English
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Summary:Nitration of octafluoro[2.2]paracyclophane (OFP) provides an entry into the synthesis of a series of 11 monosubstituted OFPs, including the nitro, amino, chloro, bromo, iodo, hydroxy, and trifluoromethyl compounds. The NMR, mass spectrometric, and UV spectral properties of all of these derivatives are presented and discussed, and they are compared with those of its hydrocarbon analogue, [2.2]paracyclophane.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo9910536