Reaction of a cation radical generated from trivalent phosphorus compound through single-electron transfer to arenediazonium salt

1994 ◽  
Vol 35 (17) ◽  
pp. 2695-2698 ◽  
Author(s):  
Shinro Yasui ◽  
Kosei Shioji ◽  
Atsuyoshi Ohno
2002 ◽  
Vol 06 (07) ◽  
pp. 447-455
Author(s):  
Bin Yu ◽  
Yanxiu Zhou ◽  
Daike Wang ◽  
Zhenxing Wang ◽  
Kenichi Sugiura ◽  
...  

A series of 2,3,7,8,12,13,17,18-octakis(alkyl-thio)tetraazaporphyrins (H2OATTAP) with different alkyl chain lengths have been synthesized. Cyclic voltammetry and differential pulse voltammetry have been used to investigate the effect of the controlled lengths of the eight peripheral thioether tails on the redox behavior of the molecules. The electrochemical reduction of octakis(hexyl-thio)tetraazaporphyrins, MOHTTAP (where M = Cu , Ni ), was studied in 1,2-dichloroethane at a platinum electrode. The Cu derivative was oxidized in one single-electron-transfer step to yield a π-cation radical and reduced in three single-electron-transfer steps to yield a π-anion radical, dianion and trianion, respectively. For the Ni derivative, electron transfer reactions involving both the central metal atom and the macrocyclic ring were observed. Electron transfer pathways are proposed based upon voltammetric and in situ spectroelectrochemical results.


1993 ◽  
Vol 58 (1) ◽  
pp. 82-88 ◽  
Author(s):  
A. K. M. M. Hoque ◽  
Henry J. Shine ◽  
T. Krishnan Venkatachalam

Diarylmercurials (Ar2Hg) with Ar = p-tolyl Ib, o-tolyl Ic, p-anisyl Id and 2-allyloxy-4,5-dimethylphenyl Ie, reacted with thianthrene cation radical perchlorate (Th.+ClO4-) in two stoichiometric ratios: 2 : 1 and 4 : 1 (Th.+ClO4-/Ar2Hg). In the 2 : 1 ratio the products were the 5-arylthianthreniumyl perchlorates IIb - IIe, thianthrene (Th) and ArHg+ClO4- (assayed as ArHgCl, III) in quantitative yields. In the 4 : 1 ratio reaction with ArHg+ occurred, too, and the products were IIb - IIe, Th, the complex Th3Hg(ClO4)2 and HgO (after workup). In contrast, Ph2Hg (Ia) did not react beyond the 2 : 1 stoichiometry. In the reactions with Ie, no evidence for formation and cyclization of free 2-allyloxy-4,5-dimethylphenyl radical was found. Reaction of and product formation from these arylmercurials, therefore, does not occur in single electron transfer steps that lead to free aryl radicals. Instead electron transfer appears to occur within a complex of Ar2Hg with Th.+ from which II and other products are subsequently formed.


2000 ◽  
Vol 65 (15) ◽  
pp. 4715-4720 ◽  
Author(s):  
Shinro Yasui ◽  
Munekazu Tsujimoto ◽  
Kenji Itoh ◽  
Atsuyoshi Ohno

Author(s):  
Sundarababu Baskaran ◽  
Kirana D V ◽  
Kanak Kanti Das

A one-pot catalytic method has been developed for the stereoselective synthesis of cyclopropane-fused cyclic amidines using CuBr2/K2S2O8 as an efficient single electron transfer (SET) oxidative system. The generality of this...


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