The Journal of Organic Chemistry

Photochemistry of fluorinated aryl azides in toluene solution and in frozen polycrystals

E Leyva, D Munoz, MS Platz

Index: Leyva, Elisa; Munoz, Daniel; Platz, Matthew S. Journal of Organic Chemistry, 1989 , vol. 54, # 25 p. 5938 - 5945

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Citation Number: 69

Abstract

Several fluorinated triplet aryl nitrenes have been generated in low-temperature polycrystals by photolysis of the corresponding azides. Upon extended photolysis at-196" C the nitrenes abstract hydrogen from frozen toluene to give anilino-benzyl radical pairs, which subsequently combine to give CH insertion products. The radical pairs and the triplet nitrenes have been detected by EPR. In toluene solution, the major reaction products are ...