478048-26-9Relevant academic research and scientific papers
JOINT EFFECT OF STRUCTURE OF REAGENTS AND TEMPERATURE ON REACTIVITY OF AROYL BROMIDE-PRIMARY ARYLAMINE SYSTEMS IN BENZENE. CROSSED CORRELATION
Shpan'ko, I. V.,Goncharov, A. N.,Likhomanenko, E. E.
, p. 522 - 530 (2007/10/02)
The kinetics of the reactions of aroyl bromides with primary arylamines in benzene were studied at 10, 25, 40, and 55 deg C.The effects of factors (temperature, the structure of the aroyl bromides and primary arylamines) varied separately and in pairs and also the joint effect of the three factors on the process rate were assessed quantitatively.The joint effect of the structure of the primary arylamines and the temperature on the reactivity of the system is nonadditive, and the effect of the structure of the aroyl bromides and temperature is additive.The influence of the varied parameters on the nature of the translation states in the reactions is discussed.
TRANSITION THROUGH AN ISOPARAMETRIC POINT RELATIVE TO SUBSTITUENT IN THE REACTION OF AROYL BROMIDES WITH PRIMARY ARYLAMINES. RELATIONSHIP BETWEEN REACTIVITY AND SELECTIVITY
Shpan'ko, I. V.,Goncharev, A. N.,Chetverova, E. V.,Likhomanenko, E. E.
, p. 1290 - 1295 (2007/10/02)
Rates were measured for the reactions of aroyl bromides with primary arylamines in 1:1 chlorobenzene-cyclohexane at 25 deg C.The kinetic data were treated by the Hammett-Taft equations and cross correlation.This is the first reported transition through an isoparametric point relative to the structure of the nucleophile accompanied by inversion of the sign of the sensitivity parameter relative to the substrate structure in the aroyl bromide-primary arylamine reaction system.The results of the cross correlation analysis were interpreted on the basis of a concerted mechanism involving nucleophilic substitution at the carbonyl carbon atom.The relationship between the reactivity of the system studied and its selectivity was examined.
MUTUAL EFFECT OF THE STRUCTURES OF THE REAGENTS ON THE RATE OF THE REACTIONS OF AROYL CHLORIDES WITH PRIMARY ARYLAMINES IN DIOXANE AND MIXTURES OF CHLOROBENZENE WITH tert-BUTYL ALCOHOL
Likhomanenko, E. E.,Shpan'ko, I. V.,Litvinenko, L. M.,Goncharov, A. N.
, p. 2341 - 2347 (2007/10/02)
The rate of the reactions of aroyl chlorides with primary arylamines in specifically solvating media (dioxane, 0.1 M and 2 M solutions of tert-butyl alcohol in chlorobenzene) was measured.The joint effect of the structures of the reagents on the rate of the process in the employed media assessed quantitatively by crossed correlation.It was shown that the mutual effect of the structural factors on the reactivity is nonadditive in a 0.1 M solution of tert-butyl alcohol in chlorobenzene and additive in dioxane and also in a 2 M solution of tert-butyl alcohol in chlorobenzene.The effect of the structure of the reagents and specific solvation on the nature of the transition states of the reactions is discussed.
JOINT EFFECT OF THE STRUCTURE OF THE REAGENTS AND THE POLARITY OF THE MEDIUM ON THE RATE OF REACTIONS OF AROYL CHLORIDES WITH PRIMARY ARYLAMINES. CROSSED CORRELATION
Shpan'ko, I. V.,Likhomanenko, E. E.,Litvinenko, L. M.,Goncharov, A. N.
, p. 1390 - 1397 (2007/10/02)
The kinetics of the reactions of aroyl chlorides with primary arylamines in volume mixtures of chlorobenzene with nitrobenzene were studied with crossed variation in the structures of the reagents.The effect of various factors (the structure of the primary arylamines, the structure of the aroyl chlorides, the polarity of the medium), varied separately and in pairs, and also the joint effect of the three factors on the process rate were assessed.It was found that the structure of the reagents and the polarity of the medium have a nonadditive type of mutual effect on the reactivity of the aroyl chloride-primary arylamine system.The influence of the varied factors on the nature of the transition states in the reactions is discussed.
