The effect of substituents in the reaction of the indophenoxyl radical with substituted anilines

1968 ◽  
Vol 2 (5) ◽  
pp. 507-508
Author(s):  
V. D. Pokhodenko ◽  
V. A. Bidzilya
2004 ◽  
Vol 69 (12) ◽  
pp. 2183-2192 ◽  
Author(s):  
Kenneth B. Wiberg

The gas phase acidity of anilinium ions has been calculated at a number of theoretical levels from B3LYP/6-311++G** to MP2 and CCSD/6-311++G(2dp,2pd). The highest level calculations find anilinium ion and p-protonated aniline to have essentially the same energy, in agreement with experimental studies. They also give a proton affinity for aniline that is in very good agreement with the experimental value. The B3LYP and MP2 calculations are less successful, with B3LYP favoring p-protonation and MP2 favoring N-protonation for aniline. Despite this difficulty, the calculated effect of substituents on the proton affinities of p-substituted anilines that undergo N-protonation agreed well with the experimental data. The effect of substituents on the anilinium ions and on the anilines were examined separately using a series of group transfer reaction.


1969 ◽  
Vol 47 (19) ◽  
pp. 3710-3713 ◽  
Author(s):  
N. Venkatasubramanian ◽  
A. Sabesan

The kinetics of the reaction between aromatic amines and the peroxydisulfate ion in aqueous basic conditions have been investigated. The effect of substituents has been studied by employing about 25 ortho-, meta-, and para-substituted anilines. The reaction is accelerated by electron-releasing substituents and is retarded by electron-withdrawing substituents, pointing to an electrophilic attack by the S2O82− ion. A better correlation between rate and the Hammett constants is obtained for an electrophilic attack at the nitrogen atom of the amine rather than at the carbon atom of the amine. A good correlation also exists between the log k2 values and the pKb of the corresponding amines.


2018 ◽  
Vol 16 (20) ◽  
pp. 3760-3770 ◽  
Author(s):  
Radhakrishna Gattu ◽  
Suchandra Bhattacharjee ◽  
Karuna Mahato ◽  
Abu T. Khan

A simple and an efficient method for the regioselective synthesis ofN-alkyl/aryl/H 3-arylindole derivatives fromN-substituted anilines andtrans-β-nitrostyrenes has been described using 10 mol% of bismuth(iii) triflate as a catalyst in acetonitrile at 80 °C.


2000 ◽  
Vol 35 (2) ◽  
pp. 245-262 ◽  
Author(s):  
Francis I. Onuska ◽  
Ken A. Terry ◽  
R. James Maguire

Abstract The analysis of aromatic amines, particularly benzidines, at trace levels in environmental media has been difficult because of the lack of suitable deactivated capillary column stationary phases for gas chromatography. This report describes the use of an improved type of column as well as a method for the analysis of anilines and benzidines in water, wastewater and sewage samples. Extraction procedures are applicable to a wide range of compounds that are effectively partitioned from an aqueous matrix into methylene chloride, or onto a solid-phase extraction cartridge. The extracted analytes are also amenable to separation on a capillary gas chromatographic column and transferable to the mass spectrometer. These contaminants are converted to their N-trifluoroacetyl derivatives. Aniline and some substituted anilines, and 3,3’-dichlorobenzidine and benzidine were determined in 24-h composite industrial water, wastewater, primary sludge and final effluent samples at concentrations from 0.03 up to 2760 µg/L.


2019 ◽  
Vol 23 (16) ◽  
pp. 1778-1788 ◽  
Author(s):  
Gurpreet Kaur ◽  
Arvind Singh ◽  
Kiran Bala ◽  
Mamta Devi ◽  
Anjana Kumari ◽  
...  

A simple, straightforward and efficient method has been developed for the synthesis of (E)-3-(arylimino)indolin-2-one derivatives and (E)-2-((4-methoxyphenyl)imino)- acenaphthylen-1(2H)-one. The synthesis of these biologically-significant scaffolds was achieved from the reactions of various substituted anilines and isatins or acenaphthaquinone, respectively, using commercially available, environmentally benign and naturally occurring organic acids such as mandelic acid or itaconic acid as catalyst in aqueous medium at room temperature. Mild reaction conditions, energy efficiency, good to excellent yields, environmentally benign conditions, easy isolation of products, no need of column chromatographic separation and the reusability of reaction media are some of the significant features of the present protocol.


1979 ◽  
Vol 44 (3) ◽  
pp. 750-755 ◽  
Author(s):  
Josef Pola ◽  
Marie Jakoubková ◽  
Václav Chvalovský

Relative basicity of the oxygen in alkoxysilanes (RO)nSi(CH3)3-n having n = 1-4 and various electrondonating and electronwithdrawing groups R measured as Δν(OH) of phenol due to its interaction with these compounds in CCl4 is shown to be chiefly controlled by the electronic effect of substituents R. Linear regression analysis of the Δν(OH) vs n relatioship for individual series (RO)nSi(CH3)4-n suggests the operation of the polarizability effect of RO groups becoming more important with increasing electronwithdrawing nature of R.


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