38059-15-3Relevant academic research and scientific papers
Electron Transfer from a Cyclic Diaryliodine Species to Arenediazonium Salts. Evidence for the Intermediacy of 9-I-2 Structure in Inodine Atom Transfer Reactions
Geahigan, Karen B.,Taintor, Richard J.,George, Bindu M.,Meagher, Denise A.,Nalli, Thomas W.
, p. 6141 - 6145 (2007/10/03)
2,2′-Diiodobiphenyl (1) reacts with arenediazonium hexafluorophosphates (ArN2+PF6- ) in acetonitrile to form biphenyleneiodonium salt (4) and iodoarenes (ArI) as major products. The reaction follows a free-radical-chain mechanism and involves a cyclic diaryliodine, 9-I-2 species (3), which is trapped as the iodonium salt (4) by a single-electron transfer (SET) to the diazonium salt. The results show that diaryliodine intermediates formed by the addition of phenyl radicals to iodoarenes can have sufficient lifetimes to allow trapping bv bimolecular processes.
benzene, a Versatile Reagent for the Mild Oxidation of Aryl Iodides at the Iodine Atom by Ligand Transfer
Koser, Gerald F.,Wettach, Richard H.
, p. 1542 - 1543 (2007/10/02)
Treatment of a variety of aryl iodides with benzene (1) under mild conditions resulted in ligand transfer, and new arenes were obtained.However, with some substrates containing proximate functional groups cyclic iodonium salts and iodinanes resulted.The reaction between 1 and 2-iodothiophene took a distinctly different course.
