36742-44-6Relevant academic research and scientific papers
Polyhalogenoaromatic Compounds. Part 41. Photochemical Dehalogenation and Arylation Reactions of Polyhalogenoaromatic and Polyhalogenoheteroaromatic Compounds
Bratt, Jack,Iddon, Brian,Mack, Arthur G.,Suschitzky, Hans,Taylor, Jack A.,Wakefield, Basil J.
, p. 648 - 656 (2007/10/02)
Photolysis of pentachloro- and pentabromo-pyridine in diethyl ether or methanol leads to loss of β-halogen.A product (9) derived from attack on diethyl ether was also identified. 4-Bromotetrachloropyridine also undergoes loss of bromine and tetrachloro-4-iodopyridine loses iodine exclusively.Photodehalogenation of some perhalogenothiophens, tetrachloropyrimidine, and hexachlorobenzene is also described.Photolysis of pentachloroiodobenzene, tetrachloroiodopyridines, and trichloro-5-iodothiophen in benzene gives the corresponding polychloroaryl- or polychloroheteroaryl-benzenes.Photolysis of tetrachloro-4-(phenylthio)pyridine (3) gives 1,3,4-trichlorobenzothienopyridine (6), and the analogous perchloro(phenylthio)pyridine (37) gives the corresponding perchlorobenzothienopyridine (61).The scope of this type of photocyclisation has been explored; starting materials investigated include various arylthiopolyhalogenopyridines, some arylamino- and aryloxy-tetrachloropyridines, and 4-anilinotrichloropyrimidine.
