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Keywords:

  • alcohols;
  • alkylation;
  • amine alkylation;
  • amines;
  • C[BOND]N bond formation;
  • Dapson;
  • diamines;
  • iridium;
  • P,N ligands;
  • unsymmetrical alkylation

Abstract

An iridium catalyst – stabilized by an anionic P,N ligand – was used for the symmetrical and unsymmetrical monoalkylation of para-, meta-, and ortho-benzenediamines. Benzyl and aliphatic alcohols were used as alkylating reagents. 28 derivatives were synthesized. 14 of them are new compounds. Furthermore, the alkylation of the pharmacological important diamine Dapson® (dapsone) is described. 14 dapsone derivatives were synthesized among them 9 new compounds.