Gomberg-Bachmann reaction

The Gomberg-Bachmann reaction, named for the Ukrainian-American chemist Moses Gomberg and the American chemist Werner Emmanuel Bachmann, is an aryl - aryl coupling reaction via a diazonium salt.^[1][2][3]

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The arene compound 1 (here benzene) is coupled with base with the diazonium salt 2 to the biaryl 3. Many aromats have been tested but yields are generally low (less than 40%) given the many side-reactions of diazonium salts. One intramolecular variation which gives better results is the Pschorr reaction.

References

1. ^ M. Gomberg, W. E. Bachmann. J. Am. Chem. Soc. 1924, 42, 2339-2343. (doi:10.1021/ja01675a026)
2. ^ W. Pötsch. Lexikon bedeutender Chemiker (VEB Bibliographisches Institut Leipzig, 1989) (ISBN 3817110553 )
3. ^ M. B. Smith, J. March. March's Advanced Organic Chemistry (Wiley, 2001) (ISBN 0-471-58589-0)

See also

• Graebe-Ullmann synthesis
• Meerwein arylation
• Pschorr reaction
• Sandmeyer reaction