Synthesis 2001(12): 1818-1825
DOI: 10.1055/s-2001-17531
PAPER
© Georg Thieme Verlag Stuttgart · New York

N-Arylation of 1,4,7,10-Tetraazacyclododecanes

Michael Subat, Burkhard König*
Institut für Organische Chemie, Universität Regensburg, 93040 Regensburg, Germany
Fax: +49(941)5431717; e-Mail: burkhard.koenig@chemie.uniregensburg.de;
Further Information

Publication History

Received 1 May 2001
Publication Date:
11 August 2004 (online)

Abstract

Palladium-catalyzed N-arylation reactions provide acces to N-aryl-substituted and N-aryl-bridged 1,4,7,10-tetraazacyclododecanes. Yields of arylation products are low with simple haloarenes, whereas reactions with pyridine derivatives give substituted cyclens in moderate to satisfactory yields.

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The calculation was performed with the modelling software SPARTAN using the MMFF force field and a conformer search algorithm.