scholarly journals Laser Flash Photolytic Generation of Radical Ions of Carotenoids in Organic Solvents. Studies of Their Subsequent Fates, Including Formation of Stable Carotenoid Sigma Dimer Radical Anion (CAR)2•–

Author(s):  
Ali El-Agamey ◽  
Thor B. Melø ◽  
K. Razi Naqvi ◽  
Maha A. El-Hagrasy ◽  
Kei Ohkubo ◽  
...  
Author(s):  
Ali El-Agamey ◽  
Thor B. Melø ◽  
Maha A. El-Hagrasy ◽  
Vassilia Partali ◽  
Shunichi Fukuzumi

1987 ◽  
Vol 65 (9) ◽  
pp. 2312-2314 ◽  
Author(s):  
Donald R. Arnold ◽  
Shelley A. Mines

The photosensitized (electron transfer) irradiation of several conjugated 1,1-diphenyl alkenes, in acetonitrile with 1,4-dicyanobenzene or 1-cyanonapthalene as electron accepting sensitizer and 2,6-lutidine as base, leads essentially quantitatively to tautomerization to the less stable unconjugated isomer(s). The proposed mechanism for this reaction involves formation of the alkene radical cation and sensitizer radical anion followed by deprotonation of the radical cation, reduction of the resulting radical to the ambident anion by back electron transfer from the radical anion, and reprotonation. There are several steps in this mechanism that could control the ratio of isomers. Evidence is provided that, at least in some cases, it is the relative rate of deprotonation from the isomeric radical cations that is the determining factor. This rate is influenced by the conformation of the radical cation; the carbon–hydrogen bond involved in the deprotonation step must overlap with the singly occupied molecular orbital.


2013 ◽  
Vol 24 (4) ◽  
pp. 493-501 ◽  
Author(s):  
Cong Li ◽  
Adrian K. Y. Lam ◽  
George N. Khairallah ◽  
Jonathan M. White ◽  
Richard A. J. O’Hair ◽  
...  
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