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Vicarious nucleophilic substitution

Vicarious nucleophilic substitution in organic chemistry is a special type of nucleophilic aromatic substitution in which a nucleophile replaces hydrogen and not an aromatic substituent like a halogen that is ordinarily encountered in this reaction type. This reaction type was introduce in 1987 by Mieczyslaw Makosza and Jerzy Winiarski.[1][2]

It is typically encountered with nitroarenes and especially with carbon nucleophiles, resulting in new alkylated arenes. Carbon nucleophiles carry a electron-withdrawing group and a nucleofuge:


  1. ^ Vicarious nucleophilic substitution of hydrogen. Mieczyslaw Makosza and Jerzy Winiarski. Acc. Chem. Res.; 1987; 20(8) pp 282 - 289; doi:10.1021/ar00140a003
  2. ^ Synthesis of heterocyclic compounds via vicarious nucleophilic substitution of hydrogen Mieczyslaw Mqkosza Pure & Appl. Chem., Vol. 69, No. 3, pp. 559-564, 1997 Article link.
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Vicarious_nucleophilic_substitution". A list of authors is available in Wikipedia.
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