Abstract

AbstractA kinetic study is reported for the addition of nitroalkyl anions 2 a–c at the C‐7 position of the 4‐nitrobenzochalcogenadiazoles 1 a–c in methanol at 20 °C. By using the Mayr approach, the nucleophilicity parameters N and the nucleophile specific parameters sN of these nitroalkyl anions 2 a–c have been determined and discussed. The structure‐reactivity relationships are discussed, and it is shown that the measured nucleophilicity parameters (N) of anions 2 a–c are linearly related (r2=0.9934) to their acidity constant (pKaHMeOH) in methanol. In addition, satisfactory linear correlation has been evidenced between the experimental nucleophilicity N parameter and the theoretical model of nucleophilicity ω−1 for the various nitroalkyl anions 2 a–c in methanol.

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