27674-41-5Relevant academic research and scientific papers
1,n-Radical ions. Photosensitized (electron transfer) and electrochemical oxidation of 1,1,2,2-tetraphenylcyclopropane
Wayner, Danial D. M.,Arnold, Donald R.
, p. 871 - 881 (2007/10/02)
The photosensitized (electron transfer) and electrochemical oxidation of 1,1,2,2-tetraphenylcyclopropane (1) have been studied.The products obtained from the photosensitized (electron transfer) study are 1,1,3,3-tetraphenylpropene (2), 1,3,3-triphenylindene (3), tetraphenylallene (4), and 3-methoxy-1,1,3,3-tetraphenylpropene (8).The product ratios are dramatically dependent upon the reaction conditions, particularly sensitizer (aromatic nitriles, tetracyanoethylene, chloranil, and 2,3-dichloro-5,6-dicyanobenzoquinone were used), and solvent.The variation in product ratios are attributed to variations in the redox behaviour of the sensitizer radical anion and upon the basicity and nucleophilicity of the medium.The products in the electrochemical study are 3,4, and 8.Common intermediates have been identified and a mechanism for the formation of product is proposed.
COSENSITIZATION BY 9,10-DICYANOANTHRACENE AND BIPHENYL OF THE ELECTRON-TRANSFER PHOTOOXYGENATION OF 1,1,2,2-TETRAPHENYLCYCLOPROPANE
Schaap, A. Paul,Lopez, Luigi,Anderson, Stuart D.,Gagnon, Steven D.
, p. 5493 - 5496 (2007/10/02)
Electron-transfer photooxygenation of 1,1,2,2-tetraphenylcyclopropane with 9,10-dicyanoanthracene in oxygen-saturated acetonitrile yields 1,1,3,3-tetraphenyl-2-propen-1-ol after reduction of the intermediate hydroperoxide.The rate of reaction is significantly increased by the addition of biphenyl as a cosensitizer.
