Synthesis 2013; 45(24): 3341-3348
DOI: 10.1055/s-0033-1338518
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Tripodal and Hexapodal Pyrazole- and Benzimidazole-Bearing Compounds

Niklas Koch
Institut für Organische Chemie, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, 09596 Freiberg, Germany   Fax: +49(3731)393170   Email: monika.mazik@chemie.tu-freiberg.de
,
Monika Mazik*
Institut für Organische Chemie, Technische Universität Bergakademie Freiberg, Leipziger Strasse 29, 09596 Freiberg, Germany   Fax: +49(3731)393170   Email: monika.mazik@chemie.tu-freiberg.de
› Author Affiliations
Further Information

Publication History

Received: 30 April 2013

Accepted after revision: 11 July 2013

Publication Date:
29 August 2013 (online)


Abstract

The syntheses of eight new tripodal and hexapodal benzimidazole- and pyrazole-bearing compounds, which are all potentially applicable for use as artificial receptors, are described. The prepared compounds contain either bromo-substituted heteroaromatic rings, able to participate in halogen-bonding interactions, or their analogues lacking the bromo substituents. Furthermore, the preparation of a new trisbenzimidazolium cage is included in this work. All used practical synthetic procedures are facilely accomplishable and provide the products in good to excellent yields. In addition, slightly modified, simplified synthetic procedures for five known tripodal compounds, which lead to better yields than those previously reported, are also detailed.

Supporting Information