Iodosyl fluorosulfate

Symmetrical iodonium salts. Arenes, including non-activated compounds such as nitrobenzene, react with the powerful electrophile iodosyl fluorosulfate (FS020I0, obtained from iodine, iodine pentoxide and fluorosulfonic acid) to give directly diaryliodonium hydro sulfates. The reaction is performed at low temperature (Scheme 32) [97]. 

Iodosyl fluorosulfate, OIOSO2F and the triflate, OIOTf, can be prepared as thermally stable, hygroscopic yellow solids by the reaction of iodine with iodine pentoxide or iodic acid in fluorosulfonic or trifluoromethanesulfonic acids, respectively [5]. Raman and infrared spectra of these compounds indicate a polymeric structure analogous to iodosyl sulfate [5], Iodine tris(fluorosulfate), I(0S02F)3 and tris(triflate), I(OTf)3, are also known [6,26]. I(0S02F)3 can be prepared by the reaction of iodine with peroxydisulfuryl ditluoride [26]. Salts such as KI(0S02F)4 have also been prepared and investigated by Raman spectroscopy [26,27]. I(OTf)3 was prepared from iodine tris(trifluoroacetate) and trifluoromethanesulfonic acid [6]. 

Ar2l+HS04, in several consecutive steps. Other inorganic iodosyl derivatives, such as iodosyl fluorosulfate (256) and iodosyl trifluoromethanesulfonate (258) also react with arenes or trimethylsilylarenes under mild conditions to afford the corresponding iodonium hydrosulfates 257 or triflates 259 (Scheme 2.73) [373,374],... 

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See also in sourсe #XX -- [ ]

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