2585-22-0Relevant articles and documents
Joint effect of the structure and medium on the rate of reactions of aroyl chlorides with primary arylamines in mixtures of tert-butyl alcohol with chlorobenzene. Isoparametric points with respect to the variable parameters
Likhomanenko, E. E.,Shpan'ko, I. V.
, p. 139 - 144 (2007/10/02)
The effects of the composition of the medium (3.5, 5, and 7 M solutions of tert-butyl alcohol in chlorobenzene), of pairs of variable factors (the composition of the medium with the structure of the aroyl chlorides and the composition of the medium with the structure of the primary arylamines), and of all three factors together on the rate of the reactions of aroyl chlorides with primary arylamines were determined quantitatively.It was found that the mutual effects of the structure and the medium on the reactivity of the system were nonadditive.It was shown experimentally that there are isoparametric points with respect to the medium, the structure of the substrate, and the structure of the nucleophile, and the transition was made through some of these points.
EFFECT OF THE STRUCTURE ON THE RATE OF THE REACTIONS OF AROYL CHLORIDES WITH PRIMARY ARYLAMINES IN MIXTURES OF tert-BUTYL ALCOHOL AND CHLOROBENZENES. THE TRANSITION THROUGH ISOPARAMETRIC POINTS WITH RESPECT TO THE STRUCTURE PARAMETERS
Shpan'ko, I. V.,Likhomanenko, E. E.
, p. 1702 - 1710 (2007/10/02)
The rate of the reactions of aroyl chlorides with primary arylamines in 3.5, 5, and 7M solutions of tert-butyl alcohol in chlorobenzene at 25 deg C was measured.The effect of the structure of the reagents on the process rate was determined quantitatively by means of the Hammett-Taft and crossed correlation equations.The isoparametric points with respect to the structure of the substrate and the nucleophile were reached experimentally, and the transition through some of these points was also realised.It was found that the specific solvation of the primary arylamines by the tert-butyl alcohol was nonuniform in that an incre ase in the concentration of the alcohol in the investigated range reduced, did not change, and increased the rates of the reactions with 3-chloroaniline, 3-nitroaniline, and 3-nitro-5-methoxycarbonylaniline respectively.The effect of specific solvation on the behavior of the correlation parameters is discussed.