An Efficient and simple method for the diazotization of a wide range of aryl amines has been developed by using a polymer-supported sodium nitrite. The diazotization of aryl amines occurred with crosslinked poly(4-vinylpyridine)-supported sodium nitrite, in the presence of concentrated H 2 SO 4 , at low temperature (0-5 C). The obtained diazonium salt, followed by treatment with KI in water at room temperature or at 60 C to produce a various of aryl iodides. The spent polymeric reagent can be regenerated and reused for several times without losing its activity.

A simple, mild, and efficient method for the cyanation of stable arenediazonium salts was developed with polymer‐supported cyanide. Arenediazonium hydrogen sulfate (ArN2+HSO4−) was obtained by the reaction between a primary aryl amine and sodium nitrite in the presence of concentrated sulfuric acid (H2SO4) at low temperature (0–5°C). By an ion‐exchange reaction between ArN2+HSO4− and NaBF4, the stable arenediazonium tetrafluoroborate, ArN2+BF4−, was prepared. ArN2+BF4− was then converted to aryl nitrile with crosslinked poly(4‐vinylpyridine) supported cyanide ion in acetonitrile at room temperature. The spent polymeric reagent was regenerated and reused several times without any loss in its activity. This procedure offered advantages, including a higher isolated yield, shorter reaction time, and simple reaction workup. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012

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An efficient and simple method for the iodination of stable arenediazonium salts has been developed by using a polymer-supported iodide. The arenediazonium chlorides, Ar-N þ 2 Cl À , were obtained by the reaction between primary aryl amine and sodium nitrite in the presence of concentrated hydrochloric acid (HCl) at low temperature (0-5 C). By ion exchange reaction between Ar-N þ 2 Cl À with NaBF 4 , the stable arenediazonium tetrafluoroborates, Ar-N þ 2 BF À 4 , were prepared. Ar-N þ 2 BF À 4 ,were then converted to aryl iodides by crosslinked poly (4-vinylpyridine)-supported iodide, [P 4 -VP]I, in acetonitrile at room temperature. The spent polymeric reagent was regenerated and reused for several times without losing its activity.

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