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- W2141785943 abstract "Bimolecular nucleophilic substitution (SN2) reactions of neopentyl arenesulfonates with anilines and benzylamines in methanol at 55.0 °C are reported. The tightness of the transition state (TS) is similar to that for other typical SN2 processes at a primary alkyl carbon centre based on the magnitude of the cross-interaction constant ρxz(0.30) between the substituents in the nucleophile (X) and leaving group (Z). The TS variation is in accord with that predicted by the potential energy surface diagram, which in turn is consistent with the positive sign of ρxz; a later TS is obtained with a weaker nucleophile and nucleofuge. Taft's polar substituent constant, σ*, for the trimethylsilyl group is estimated to be –0.48 by using a factor of 1.875 for the fall-off of σ* from the tert-butyl to the neopentyl group and extrapolating from the experimental Taft plot." @default.
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- W2141785943 date "1994-01-01" @default.
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- W2141785943 title "Bimolecular nucleophilic substitution (SN2) reactions of neopentyl arenesulfonates with anilines and benzylamines in methanol" @default.
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- W2141785943 doi "https://doi.org/10.1039/p29940000253" @default.
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