Title: Nucleophilic aromatic substitution; kinetics of fluorine-18 substitution reactions in polyfluorobenzenes. Isotopic exchange between 18F− and polyfluorobenzenes in dimethylsulfoxide. A kinetic study
Abstract: Nucleophilic aromatic substitution reactions of C6F6, C6XF5 (XH, Cl, Br), C6H2F4, oC6H4FNO2 and pC6H4FNO2 by the fluoride anion were studied in DMSO utilizing fluorine-18. Substitution of fluorine by fluorine-18 is the only reaction observed with a C6F6 substrate. With other substrates fluorine substitution is predominant. The kinetic studies provide results consistent with a SNAr two step mechanism and suggest an intermediate analogous to that for electrophilic aromatic substitution. Consideration of σ− indicates consistency with methoxide ion substitution results with similar substrates. The possible utility of these reactions in labeling aromatic compounds is noted.
Publication Year: 1982
Publication Date: 1982-10-01
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 28
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