Tridentate Ligand Useful in Stabilizing Higher Coordination States of Nonmetallic Elements. An Aryldialkoxydifluoroperiodinane

Article abstract of DOI:10.1021/jo00345a026

The synthesis of amino diol 2 in several steps from amino alcohol 5 allows the incorporation of the tridentate ligand in a pentacoordinate iodine species.This tridentate ligand provides stability to a hypervalent system due to its various structural features, including the five-membered rings.As a result, difluoroperiodinane 4 is isolated when iodo diol 10 is treated with 2 equiv of bromine trifluoride.This periodinane, which is a strong oxidizing reagent, demonstrated an exceptionally low reactivity.It does, however, rapidly oxidize trimethylchlorosilane or aqueoushydrogen chloride to give chlorine.Oxidation of p-chlorophenyl sulfide by 4 gives a mixture of sulfoxide and sulfone upon hydrolysis.