Schiemann reaction

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The Schiemann reaction (also called the Balz-Schiemann reaction) is a chemical reaction in which anilines (1) are transformed to aryl fluorides (3) via diazonium fluoroborates (2).[1][2] It is named after the German chemists Günther Schiemann and Günther Balz.

The Schiemann reaction

The reaction is similar to the Sandmeyer reaction which uses diazonium salts to synthesize aryl halides

Swain and Rogers have studied the mechanism of the diazonium fluoroborate decomposition to aryl fluorides.[3]

[edit] References

  1. ^ Günther Balz, Günther Schiemann (1927). "Über aromatische Fluorverbindungen, I.: Ein neues Verfahren zu ihrer Darstellung". Ber. 5 (60): 1186–1190. doi:10.1002/cber.19270600539. 
  2. ^ Roe, A. Org. React. 1949, 5, 193. (Review)
  3. ^ Swain, C. G.; Rogers, R. J. (1975). "Mechanism of formation of aryl fluorides from arenediazonium fluoborates". J. Am. Chem. Soc. 97: 799–800. doi:10.1021/ja00837a019.