Abstract

The literature data of the last decade on the acidity of the N–H bond in organic compounds in aprotic solvents and in the gasphase are examined. The influence of structural factors on the equilibrium NH acidities of arylamines, carboxamides, sulphonamides,polyfluoroaryl compounds, and heterocycles, as well as the acidifying effects of the electron-accepting substituents atthe NH acid centre are discussed on the basis of the results of studies of protolytic equilibria in dimethyl sulphoxide. Thequestion of the influence of the N-anion stabilisation factors in solution (specific solvation and ion association) on the relativestrengths of NH acids is also considered. Data obtained in studies of the NH acidity in the gas phase are presented. The bibliography includes 103 references.

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