Synthesis 2006(17): 2873-2878  
DOI: 10.1055/s-2006-942525
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Green and Straightforward Synthesis of 4′-Substituted Terpyridines

Andreas Wintera, Antje M. J. van den Berga, Richard Hoogenbooma, Guido Kickelbickb, Ulrich S. Schubert*a,c
a Laboratory of Macromolecular Chemistry and Nanoscience, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands
b Institute of Materials Chemistry, Vienna University of Technology, Getreidemarkt 9/165, 1060 Vienna, Austria
c Center for Nanoscience, LMU Munich, Geschwister-Scholl-Platz 1, 80333 Munich, Germany
Fax: +31(40)2474186; e-Mail: u.s.schubert@tue.nl;
Further Information

Publication History

Received 28 March 2006
Publication Date:
25 July 2006 (online)

Abstract

A set of 4′-substituted 2,2′:6′,2′′-terpyridines has been synthesized in a one-pot procedure under environmentally friendly reaction conditions using PEG and aqueous ammonia as solvents. This procedure features a short synthetic route, short reaction times, easy work-up, and good yields in comparison to conventional methods. The crystallographic data reveal the influence of the 4′-aryl substituent on the molecular structure and π-stacking behavior of the respective terpyridines.

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CCDC 296109 and 296110 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.