Methylbenzene cation radical .alpha.-fragmentation selectivities revealed in SET-photoadditions of p-xylene derivatives to 1,4-dicyanonaphthalene [SET = single electron transfer]

1993 ◽  
Vol 58 (4) ◽  
pp. 937-942 ◽  
Author(s):  
Nicola D'Alessandro ◽  
Angelo Albini ◽  
Patrick S. Mariano
Keyword(s):  
Electron Transfer ◽  
Cation Radical ◽  
Single Electron ◽  
Single Electron Transfer

Effect of alkyl group length on the conductivity in the 2,3,7,8,12,13,17,18-octakis(alkyl-thio)tetraazaporphyrins and redox properties of the metallooctakis(hexyl-thio)tetraazaporphyrins

2002 ◽  
Vol 06 (07) ◽  
pp. 447-455
Author(s):  
Bin Yu ◽  
Yanxiu Zhou ◽  
Daike Wang ◽  
Zhenxing Wang ◽  
Kenichi Sugiura ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Cation Radical ◽  
Differential Pulse ◽  
Single Electron ◽  
Central Metal Atom ◽  
Central Metal ◽  
Single Electron Transfer ◽  
Electron Transfer Pathways ◽  
Chain Lengths

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.

Reaction of Thianthrene Cation Radical with Diarylmercurials. Search for Single Electron Transfer Is Elusive

1993 ◽  
Vol 58 (1) ◽  
pp. 82-88 ◽  
Author(s):  
A. K. M. M. Hoque ◽  
Henry J. Shine ◽  
T. Krishnan Venkatachalam
Keyword(s):  
Electron Transfer ◽  
Cation Radical ◽  
Product Formation ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Aryl Radicals ◽  
Stoichiometric Ratios

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.

Reversal of Polarity by Catalytic SET Oxidation: Synthesis of Azabicyclo[m.n.o]alkanes via Chemoselective Reduction of Amidines

2021 ◽  
Author(s):  
Sundarababu Baskaran ◽  
Kirana D V ◽  
Kanak Kanti Das
Keyword(s):  
Electron Transfer ◽  
Stereoselective Synthesis ◽  
Single Electron ◽  
Single Electron Transfer ◽  
Catalytic Method ◽  
One Pot ◽  
Oxidative System ◽  
Oxidation Synthesis

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...

Evidence for single electron transfer in the reaction of alkoxides with alkyl halides

1984 ◽  
Vol 25 (45) ◽  
pp. 5107-5110 ◽  
Author(s):  
E.C. Ashby ◽  
Dong-Hak Bae ◽  
Won-Suh Park ◽  
Robert N. Depriest ◽  
Wei-Yang Su
Keyword(s):  
Electron Transfer ◽  
Alkyl Halides ◽  
Single Electron ◽  
Single Electron Transfer
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