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Preparation of water-soluble magnetic nanocrystals using aryl diazonium salt chemistry

Nébéwia Griffete1, Frédéric Herbst, Jean Pinson

  • 1ITODYS, Université Paris Diderot-Paris 7 (UMR CNRS 7086), 15 rue Jean de Baïf, 75013 Paris, France.

Journal of the American Chemical Society
|January 21, 2011
PubMed

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Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
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Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
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