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

Journal Article · · Journal of Organic Chemistry; (USA)
DOI:https://doi.org/10.1021/jo00286a028· OSTI ID:6971181
; ;  [1]
  1. Ohio State Univ., Columbus (USA)
Several fluorinated triplet aryl nitrenes have been generated in low-temperature polycrystals by photolysis of the corresponding azides. Upon extended photolysis at {minus}196{degree}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 tar, the corresponding fluorinated anilines, and azo compounds.
OSTI ID:
6971181
Journal Information:
Journal of Organic Chemistry; (USA), Journal Name: Journal of Organic Chemistry; (USA) Vol. 54:25; ISSN JOCEA; ISSN 0022-3263
Country of Publication:
United States
Language:
English