Synthesis 2015; 47(02): 199-208
DOI: 10.1055/s-0034-1379473
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Sugar-Derived Triazole- and Pyridine-Based Metal Complex Ligands

Jochen Kraft
Institute of Organic Chemistry, University of Tuebingen, Auf der Morgenstelle 18, 72076 Tuebingen, Germany   Fax: +49(7071)295244   Email: thomas.ziegler@uni-tuebingen.de
,
Daniel Schmollinger
Institute of Organic Chemistry, University of Tuebingen, Auf der Morgenstelle 18, 72076 Tuebingen, Germany   Fax: +49(7071)295244   Email: thomas.ziegler@uni-tuebingen.de
,
Jakob Maudrich
Institute of Organic Chemistry, University of Tuebingen, Auf der Morgenstelle 18, 72076 Tuebingen, Germany   Fax: +49(7071)295244   Email: thomas.ziegler@uni-tuebingen.de
,
Thomas Ziegler*
Institute of Organic Chemistry, University of Tuebingen, Auf der Morgenstelle 18, 72076 Tuebingen, Germany   Fax: +49(7071)295244   Email: thomas.ziegler@uni-tuebingen.de
› Author Affiliations
Further Information

Publication History

Received: 09 September 2014

Accepted after revision: 19 September 2014

Publication Date:
24 October 2014 (online)


Abstract

A series of 30 bi- and tridentate ligands for metals were prepared by copper-catalyzed coupling (CLICK reaction) of 2-ethynylpridine, 2-ethynyl-5-nitropyridine, 2-ethynylquinoline, and 2,6-diethynylpyridine with 12 protected glycosyl azides in the gluco and galacto series and 2 benzyl azides. The 1,2,3-triazole-linked glycoconjugates prepared were used as ligands for the copper-catalyzed addition of phenylacetylene to N-benzylideneaniline to give chiral N-(1,3-diphenylprop-2-yn-1-yl)aniline.

Supporting Information

 
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