126628-19-1Relevant articles and documents
EQUILIBRIUM NH ACIDITY OF 4-SUBSTITUTED 1-AMINOANTHRAQUINONES IN DIMETHYL SULFOXIDE
Os'kina, I. A.,Vlasov, V. M.,Terekhova, M. I.,Petrov, E. S.
, p. 2041 - 2044 (2007/10/02)
The equilibrium acidity of 1-amino-4-R-anthraquinones (R = CH3O, H, Cl, Br, NO2) was determined by transmetallation in DMSO (the Na+ cation, 25 deg C).A linear correlation was established between the pK values of the 4-substituted 1-aminoanthraquinones and the ?p- constants of the substituents R.The conduction of the electronic effect of the substituents R is stronger in the aminoanthraquinones than in the anilines and is closer to the naphthylamines.A linear relation is observed between the conduction of the electronic effect of the substituent and the square of the coefficient in the HOMO for the carbon atom at the point of addiion of the substituent in the series of anions of NH acids of various structure types.The increase in the NH acidity with change in the structure type of the NH acid is not necessarily accompanied by a decrease in the conduction of the electronic effect of the substituents.