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The Preparation of Unsymmetrical Biaryls by the Diazo Reaction and the Nitrosoacetylamine Reaction

  1. Werner E. Bachmann,
  2. Roger A. Hoffman

Published Online: 15 MAR 2011

DOI: 10.1002/0471264180.or002.06

Organic Reactions

Organic Reactions

How to Cite

Bachmann, W. E. and Hoffman, R. A. 2011. The Preparation of Unsymmetrical Biaryls by the Diazo Reaction and the Nitrosoacetylamine Reaction. Organic Reactions. 2:6:224–261.

Author Information

  1. University of Michigan

Publication History

  1. Published Online: 15 MAR 2011

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Abstract

The amino group of aromatic amines can be replaced by aryl groups with the formation of unsymmetrical biaryl by two general procedures: (1) by reaction of the aryldiazo hydroxide or acetate with aromatic compounds and (2) by reaction of the nitrosoacetylamine with aromatic compounds, In general the aromatic compounds must be a liquid for no solvent has been found which will not be attacked by the reactive intermediates which are formed in these reactions. Diazo and nirosoacetykeamine reactions are discussed.

Keywords:

  • diazo reaction;
  • unsymmetrical biaryls;
  • nitrosoacetylamine reaction;
  • biphenyls;
  • terphenyls;
  • arylnaphthalenes;
  • arylthiophenes Arylpyridines;
  • side reactions;
  • experimental conditions