Synthesis 2005(6): 907-914  
DOI: 10.1055/s-2005-861829
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Crown-Ester-Bipyridines and Crown-Ester-Viologens

Stefan H. Bossmann*a, Heinz Dürrb, Megh Raj Pokhrelc
a Kansas State University, Department of Chemistry, 111 Willard Hall, Manhattan, Kansas 66506-3701, USA
Fax: +1(785)5326666; e-Mail: [email protected];
b University of Saarland, Department of Chemistry, Section of Organic Chemistry, 66041 Saarbrücken, Germany
e-Mail: [email protected];
c Central Department of Chemistry, Tribhuvan University, Kirtipur, Kathmandu, Nepal
e-Mail: [email protected];
Further Information

Publication History

Received 4 November 2004
Publication Date:
21 February 2005 (online)

Abstract

Six novel 4,4′-bipyridine-crown-esters, derived from [4,4′]bipyridinyl-3,3′-dicarboxylic acid, [4,4′]bipyridinyl-2,2′-dicarboxylic acid and [4,4′]bipyridinyl-2,2′,6,6′-tetra-carboxylic acid were synthesized employing a procedure closely related to the ‘cesium carbonate method’. The 4,4′-bipyridine-crown-esters differ in their substitution positions of the aromatic bipyridine-units, as well as in the geometric extensions of their crown-ester moieties. Addition of 1,3-propane sultone to the 4,4′-bipyridine-crown-esters resulted in five novel propanesultonated 4,4′-bipyridine-crown-ester viologens.

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1

Former address: University of Karlsruhe, Department of Chemical & Process Engineering, 76128 Karlsruhe, Germany.