Diastereoselective Protonation on Radical Anions of Electron-Deficient Alkenes via Photoinduced Electron Transfer

2004 ◽  
Vol 69 (15) ◽  
pp. 4997-5004 ◽  
Author(s):  
Tomoo Hayamizu ◽  
Hajime Maeda ◽  
Kazuhiko Mizuno
2003 ◽  
Vol 75 (8) ◽  
pp. 1049-1054 ◽  
Author(s):  
K. Mizuno ◽  
T. Hayamizu ◽  
Hajime Maeda

Regio- and stereoselective photoallylation of electron-deficient alkenes by use of allylic silanes via photoinduced electron transfer has been described. Similar photoinduced  functionalization reactions such as arylmethylation, alkylation, and silylation can be achieved by using a variety of organosilicon compounds. These photoreactions proceed via radical cations of organosilicon compounds and radical anions of electron-deficient alkenes as reactive intermediates. The key step of the photoreactions is the attack of carbon radicals, which are generated from the radical cations of organosilicon compounds, on the radical anions of alkenes. The mechanism of the regio- and stereoselective photofunctionalization is discussed.


1991 ◽  
Vol 113 (1) ◽  
pp. 358-359 ◽  
Author(s):  
Matthew A. Kellett ◽  
David G. Whitten ◽  
Ian R. Gould ◽  
William R. Bergmark

2014 ◽  
Vol 12 (42) ◽  
pp. 8428-8432 ◽  
Author(s):  
Raúl Pérez-Ruiz ◽  
Jose A. Sáez ◽  
M. Consuelo Jiménez ◽  
Miguel A. Miranda

With DABCO as an electron donor, photoinduced cycloreversion of β-lactams leads to olefins through 1,4-radical anions and 1,4-biradicals as intermediates.


2017 ◽  
Vol 8 (5) ◽  
pp. 3821-3831 ◽  
Author(s):  
Nathan T. La Porte ◽  
Jose F. Martinez ◽  
Svante Hedström ◽  
Benjamin Rudshteyn ◽  
Brian T. Phelan ◽  
...  

Photoinduced electron transfer dynamics are described for a set of dyads comprising rylenediimide anion chromophores and a Re(bpy)(CO)3 metal center.


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