Polymer-Supported Iodine III Reagents

Hypervalent Iodine Chemistry Preparation, Structure and Synthetic Applications of Polyvalent Iodine Compounds, First Eiiition. Viktor V. Zhdankin. 2014 John Wiley Sons, Ltd. F iblished 2014 by John Wiley Sons, Ltd. 

The preparation and applications of polystyrene-supported hypervalent iodine(III) reagents bearing (diacetoxy)iodo, (dihalo)iodo, hydroxy(tosyloxy)iodo, hydroxy(phosphoryloxy)iodo, aryliodonium and 1,2-benziodoxol-3-one groups were reviewed by Togo and Sakuratani in 2002 [5]. 

The original version of reagent 4, reported by Yokoyama, Togo and coworkers in 1998, is insoluble in organic solvents [12]. An insoluble crosslinked poIy[(diacetoxyiodo)styrene] has been prepared by a similar 

7 in excellent yield. In the second step, iodides 7 are converted into diacetates 8 by treatment with peracetic acid at 40 °C overnight [18]. 

Polymer-supported reagents 8 have a reactivity pattern similar to that of polystyrene derivative 4. Diacetates 

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Hypervalent iodine compounds, in stoichiometric amounts, are also known to oxidize alcohols and the use of iodosyl benzene or a polymer-supported iodine(III) reagent, in combination with KBr as a cocatalyst, for the oxidation of alcohols in water has been described. More recently a related catalytic system, consisting of PhI02 (2 mol%), Br2 (2 mol%) and NaN02 (1 mol%), for the aerobic oxidation of alcohols in water at 55°C has been described. ... 

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