Rate controlling factors in aromatic nucleophilic reactions. A case study

DOI

Bibliographic Information

Other Title
  • 芳香族求核置換反応の速度決定因子について　一つのケーススタディ

Description

Kinetic and equilibrium studies of the reaction between aromatic amines and activated aromatic substrates were undertaken in cyclohexane as well as in benzene. Currently prevailing mechanism of the nucleophilic aromatic substitution (SNAr reaction) is the one with a steady-assumption on the first intermediate, Meisenheimer complex. <br>In the present study, NMR investigations show no NMR chemical shift change takes place on the change of aniline concentration in cyclohexane thus negating the presence of the aniline dimer in cyclohexane, and also show a possible dimer formation in benzene is not significant to warrant an intervention in SNAr reactions. <br>With the absence of effective dimer formation of amine in typical nonpolar solvents, the operation of "Amine-Dimer Mechanism" should not be considered in these solvents and the operation of "Steady-State Mechanism" should be considered unappropriate.

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Details 詳細情報について

  • CRID
    1390282680530614272
  • NII Article ID
    130004646358
  • DOI
    10.11494/kisoyuki.55.0.26.0
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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