Electrochemical study of the stability of the electron-donor—acceptor (EDA) complex between N,N,N′,N′-tetramethyl-p-phenylendiamine and m-dinitrobenzene in acetonitrile

1987 ◽  
Vol 32 (1) ◽  
pp. 71-77 ◽  
Author(s):  
M.A. Zon ◽  
H. Fernández ◽  
L. Sereno ◽  
J.J. Silber
1985 ◽  
Vol 63 (4) ◽  
pp. 903-907 ◽  
Author(s):  
Joaquín O. Singh ◽  
Jorge D. Anunziata ◽  
Juana J. Silber

The interaction of several aliphatic amines as n-donors and dinitrobenzenes (DNB) as π-acceptors has been studied in n-hexane. The formation of electron donor – acceptor (EDA) complexes is proposed to explain the spectroscopic behaviour of the mixtures. The stability constants (Ks) for these complexes have been calculated by an iterative procedure. For a given acceptor, the donor strength of RNH2 > R2NH > R3N was found. This order is explained by considering the role that steric effect may play in the EDA complex formation. On the other hand, the fact that for a given donor Ks follows the order 1,2-DNB > 1,3-DNB > 1,4-DNB, and that 1,2-DNB reacts with primary amines, led to the proposal of orientational complexes. These EDA complexes may be considered intermediates in aromatic nucleophilic substitution reactions.


2021 ◽  
Vol 243 ◽  
pp. 109734
Author(s):  
Audrey Gilbert ◽  
Mélodie Birepinte ◽  
Jean-François Paquin

2021 ◽  
Vol 17 ◽  
pp. 771-799
Author(s):  
Zhonglie Yang ◽  
Yutong Liu ◽  
Kun Cao ◽  
Xiaobin Zhang ◽  
Hezhong Jiang ◽  
...  

The reversible, weak ground-state aggregate formed by dipole–dipole interactions between an electron donor and an electron acceptor is referred to as an electron-donor–acceptor (EDA) complex. Generally, upon light irradiation, the EDA complex turns into the excited state, causing an electron transfer to give radicals and to initiate subsequent reactions. Besides light as an external energy source, reactions involving the participation of EDA complexes are mild, obviating transition metal catalysts or photosensitizers in the majority of cases and are in line with the theme of green chemistry. This review discusses the synthetic reactions concerned with EDA complexes as well as the mechanisms that have been shown over the past five years.


1996 ◽  
Vol 74 (9) ◽  
pp. 1603-1608 ◽  
Author(s):  
M. A. Biasutti ◽  
Juana J. Silber

The electron donor–acceptor (EDA) interaction between TCNE and naphthalene (Naph) in n-hexane and reverse micelles of AOT in n-hexane was studied by UV–visible spectroscopy with the aim of determining the influence of the micellar media on the EDA interaction. The spectra of the mixtures of TCNE–Naph in n-hexane show two typical maxima at 418 and 534 nm, assigned to the formation of a π–π EDA complex. In the micellar media a new band is observed at 398 nm. When the spectra of TCNE in n-hexane are studied in the presence of AOT two new bands at 398 and 418 nm are detected. These bands are consistent with an EDA interaction between TCNE and AOT as n-donor. The stability constants of this interaction were calculated for AOT concentrations below the CMC and in the micellar media at different W(W = [H2O]/[AOT]). The results give evidence of the tendency of AOT to interact very strongly with electron acceptors. Moreover, in the system TCNE–Naph in the micellar media it is shown that Naph and AOT compete to form a complex with TCNE. The formation constants of the complexes of AOT–Naph in the micelle system were determined at W = 0 and 5. Despite the competition of AOT for TCNE the stability constant for the complex TCNE–Naph is higher than in homogeneous media, probably due to the high local concentration of the acceptor in the micelle. Key words: reverse micelles, aerosol-OT, tetracyanoethylene, naphthalene, electron donor–acceptor complexes.


2021 ◽  
Author(s):  
Xin Liang ◽  
Yufei Li ◽  
Qing Xia ◽  
Lan Cheng ◽  
Jianbo Guo ◽  
...  

This work reports an efficient sulfonylation enabled by visible-light-induced radical coupling reaction between phenyl/heterocyclic diazonium salts and sulfinates. Mechanistic experiments disclosed the formation of a versatile electron donor–acceptor (EDA) complex....


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