Conclusions
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1.
The kinetics of reactions of alkali metal salts of 9-carbomethoxy- and 9-cyanofluorene with para-nitrofluorobenzene and of Me3SnM with pentafluoropyridine have been studied.
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2.
In the case of carbanions the free anions are more reactive, while in the case of Me3SnM the corresponding tight (contact) ion pairs are more reactive.
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3.
The effect of the leaving group (on reactivity) was investigated using the reactions of pentafluorochlorobenzene with the K salts of 9-carbomethoxyfluorene and cyclopentadienylirondicarbonyl anions as examples.
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4.
The reaction mechanism has been shown to depend on the nature of the nucleophile.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2826–2832, December, 1988.
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Artamkina, G.A., Mil'chenko, A.Y., Beletskaya, I.P. et al. Effect of nature of the nucleophile on the mechanism of nucleophilic aromatic substitution reactions involving fluorenyl and trimethylstannyl anions. Russ Chem Bull 37, 2550–2556 (1988). https://doi.org/10.1007/BF00952638
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DOI: https://doi.org/10.1007/BF00952638