Diaryliodonium Salts. IX. The Synthesis of Substituted Diphenyliodonium Salts¹

Hypervalent iodine compounds derived from o-nitroiodobenzene and related compounds: syntheses and structures

“…6,7 Literature search has shown that a number of such compounds were described, but structural investigation had not been made at all, and their characterizations in many cases were insufficient. A number of o-nitrodiphenyliodonium salts is known for years -iodide, 8,11 bromide, 9,11 chloride, 11 fluoride, 10 nitrate, 11 tetrafluoroborate 12 and hexachloroplatinate, 12,13 . They are characterized by melting points and, in one case, by 127 I NQR study.…”

Zinc-Mediated Synthesis of Diaryl Selenides from Diaryl Diselenides and Diaryliodonium Salts in Aqueous Media

“…Diaryliodonium salts were prepared by standard procedures [18]. All products were characterized by comparison of their spectral and physical data with those of known samples.…”

Organic Iodine(I, III, and V) Chemistry: 10 Years of Development at the Medical University of Warsaw, Poland

“…[21, 69a]. ArIO 2 are also useful in the preparation of iodonium salts, Ar 2 I + X -or Ar(Ar')I + X - [56,72,73].…”

“…When we failed to obtain the desired iodonium salts using this method, we applied the other literature methods [72,83,84]; for more details see Refs. 4, 5 and 9.…”

“…Beringer and coworkers [91] have observed the superior yields with diphenyliodonium tetrafluoroborate in the phenylation of organic and inorganic bases; several diaryliodonium tetrafluoroborates were directly synthesized by Neiland [89]. The sparingly soluble perchlorates as well as bromides, iodides, picrates, tetraphenylborates, and 2,4,6-tribromobenzenesulfonates [72] were often nearly quantitatively precipitated out from hot solutions or suspensions of more soluble diaryliodonium chlorides or hydrogensulfates by the solutions of cheap sodium, potassium, ammonium or calcium salts with an appropriate counterion. However, a considerable number of necessary diaryliodonium salts were only attainable from the corresponding halides or hydrogensulfates by using costly and toxic lead(II), silver and barium salts, e.g.…”