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- W2952022360 abstract "The kinetics of seven reaction series in methanol involving halides as leaving groups and aromatic amines as nucleophiles are reported. Analyses of various Hammett ρ values, especially the cross-interaction constants ρxy between substituents X in the nucleophile and Y in the substrate, are used to characterize the transition-state structure for the nucleophilic substitution reactions. The degree of bond formation in the transition state as measured by |ρxy| indicated that the reactions can be classified into two groups according to the magnitude of the cross-interaction constants; the fluoride series gave larger |ρXY| values indicating a greater degree of bond formation, under the same reactants condition, compared with other series with relatively good leaving groups, e.g. Cl–, Br–, and –OSO2C6H5. When, however, a non-conjugative intervening group such as CO or CH2 is present between the reaction centre and the benzene ring of a reactant, the cross-interaction constant is reduced by a factor of ca. 2, demonstrating the fall-off of the susceptibility of the reaction centres to substituent changes." @default.
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- W2952022360 date "1989-02-28" @default.
- W2952022360 modified "2023-09-24" @default.
- W2952022360 title "ChemInform Abstract: Cross-Interaction Constants as a Measure of the Transition-State Structure. Part 1. The Degree of Bond Formation in Nucleophilic Substitution Reactions" @default.
- W2952022360 cites W2003934060 @default.
- W2952022360 doi "https://doi.org/10.1002/chin.198909076" @default.
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