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Synlett 2001; 2001(7): 1188-1190
DOI: 10.1055/s-2001-15153
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On the Amination of Tetraazafulvalenes

Christian Käpplinger* , Rainer Beckert
  • *Institut für Organische und Makromolekulare Chemie, Friedrich-Schiller-Universität Jena, Humboldtstrasse 10, 07743 Jena, Germany; Fax + 49(36 41)94 82 12; E-mail: c6bera@rz.uni-jena.de
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Publication Date:
31 December 2001 (online)

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The palladium catalyzed amination of tetraazafulvalenes is described. Starting from either the tetraalkylated compounds 7 or their vinylogous derivatives 8, substitution of the aryl bromide by different amines was realized. The synthesis of compounds which possess four primary amino groups as well as four hydrazino residues by employing a one-pot, two-step method is also described. Bichromophores are accessible as demonstrated by the introduction of the phenoxazine system into tetraazafulvalenes.

aminations - arenes - cross-coupling - heterocycles - palladium - tetraazafulvalenes