Homolytic vs heterolytic paths in the photochemistry of haloanilines

M Freccero, M Fagnoni, A Albini

Index: Freccero, Mauro; Fagnoni, Maurizio; Albini, Angelo Journal of the American Chemical Society, 2003 , vol. 125, # 43 p. 13182 - 13190

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Citation Number: 53

Abstract

The photochemistry of 4-haloanilines and 4-halo-N, N-dimethylanilines has been studied in apolar, polar aprotic, and protic solvents. Photophysical and flash photolysis experiments show that the reaction proceeds in any case from the triplet state. It is rather unreactive in apolar media, the highest value being Φ= 0.05 for the iodoanilines in cyclohexane. Changing the solvent has little effect for iodoanilines and for the poorly reacting bromo ...