Periodinane
Periodinanes also known as λ5-iodanes are organoiodine compounds with iodine in the +5 oxidation state. These compounds are described as hypervalent because the iodine center has more than 8 valence electrons.
Periodinane compounds
The λ5-iodanes such as the Dess-Martin periodinane have square pyramidal geometry with 4 heteroatoms in basal positions and one apical phenyl group.[1]
Iodoxybenzene or iodylbenzene, Template:Chem2, is a known oxidizing agent.
Dess-Martin periodinane (1983) is another powerful oxidant and an improvement of the IBX acid already in existence in 1983. The IBX acid is prepared from 2-iodobenzoic acid and potassium bromate and sulfuric acid[2] and is insoluble in most solvents whereas the Dess-Martin reagent prepared from reaction of the IBX acid with acetic anhydride is very soluble. The oxidation mechanism ordinarily consists of a ligand exchange reaction followed by a reductive elimination.
Uses
The predominant use of periodinanes is as oxidizing reagents replacing toxic reagents based on heavy metals.[3]
See also
References
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