Radical ions in photochemistry. Sensitised (electron-transfer) photochemical reactions of some 1-phenylcycloalkenes in polar, nucleophilic solvents

1975 ◽  
pp. 407 ◽  
Author(s):  
Yasuo Shigemitsu ◽  
Donald R. Arnold
Keyword(s):  
Electron Transfer ◽  
Photochemical Reactions ◽  
Radical Ions

Article

1999 ◽  
Vol 77 (10) ◽  
pp. 1655-1670 ◽  
Author(s):  
Dino Mangion ◽  
Donald R Arnold
Keyword(s):  
Electron Transfer ◽  
Photoinduced Electron Transfer ◽  
Photochemical Reactions ◽  
Transfer Mechanism ◽  
Radical Ions ◽  
Reaction Conditions ◽  
Electron Transfer Mechanism ◽  
Photochemical Reactivity ◽  
Bond Homolysis

The photochemical reactivity of a series of 4-halobenzonitriles and 4-haloanisoles with 1,1-diphenylethene in a nucleophilic solvent (methanol) has been investigated. Analysis of the photochemical reactions involving the 4-halobenzonitriles revealed formation of alkene-methanol adducts, such as 1-methoxy-2,2-diphenylethane, 1-methoxy-2,2-diphenylethene, and 1,1-dimethoxy-2,2-diphenylethane, indicative of a photochemical electron-transfer mechanism. These products were not significant in the photochemical reactions involving the 4-haloanisoles. Both the 4-halobenzonitriles and the 4-haloanisoles produced an arene-alkene-methanol Markovnikov adduct, 1-aryl-2-methoxy-2,2-diphenylethane (aryl = 4-cyanophenyl or 4-methoxyphenyl). This compound was shown to undergo an acid-catalysed elimination to 1-aryl-2,2-diphenylethene under the reaction conditions, which subsequently underwent a 6pi-electrocyclization to the 3-substituted(cyano or methoxy)-9-phenylphenanthrene. Possible mechanisms for the observed reactivity are discussed and evaluated.Key words: photochemistry, photoinduced electron transfer, bond homolysis, radical ions, radicals, exciplexes.

Electron-transfer fluorescence quenching of radical ions. Experimental work and theoretical calculations

1984 ◽  
Vol 106 (18) ◽  
pp. 5083-5087 ◽  
Author(s):  
Jens Eriksen ◽  
Karl Anker Joergensen ◽  
Jan Linderberg ◽  
Henning Lund
Keyword(s):  
Electron Transfer ◽  
Fluorescence Quenching ◽  
Experimental Work ◽  
Theoretical Calculations ◽  
Radical Ions

ChemInform Abstract: Radicals and Radical Ions as Intermediates of Electron Transfer Processes Through Peptides

ChemInform ◽  
2013 ◽  
Vol 44 (9) ◽  
pp. no-no
Author(s):  
Bernd Giese ◽  
Sonja Eckhardt ◽  
Miriam Lauz ◽  
Jian Gao ◽  
Min Wang
Keyword(s):  
Electron Transfer ◽  
Radical Ions ◽  
Transfer Processes ◽  
Electron Transfer Processes
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