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The synthesis of diethyl 2-(2,2\('\)-bipyridin-4-ylmethylene)malonate and diethyl 3,3\('\)-(2,2\('\)-bipyridine-4,4\('\)-diyl)diacrylate

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Abstract

The new acrylic acid derivatives diethyl 2-(2,2\('\)-bipyridin-4-ylmethylene)malonate and diethyl 3,3\('\)-(2,2\('\)-bipyridine-4,4\('\)-diyl)diacrylate which may be used for the introduction of metal coordination sites in polyacrylates were synthesized and characterized. Intermediates of the syntheses were prepared by improved synthetic protocols working under microwave conditions whenever it was advantageous for the resulting product in terms of reaction time and/or chemical yield. In addition, the crystal structure of one of the intermediates, 4,4\('\)-dibromo-2,2\('\)-bipyridine (6), is reported, in which molecules are arranged into infinite chains by C-H—Br interactions.

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SYNOPSIS Synthesis and characterization of new 2,2’-bipyridine ligands with substituents related to acrylic acid esters are reported. These compounds offer the possibility to incorporate 2,2’-bipyridine ligands or coordination compounds derived from them into polyacrylate materials.

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Acknowledgements

K.H. gratefully acknowledges a Ph.D. grant from “Stiftung der Deutschen Wirtschaft”.

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Authors and Affiliations

  1. Institute of Integrated Natural Sciences, University Koblenz-Landau, Universitätsstr. 1, 56070, Koblenz, Germany

    Katharina Heintz & Wolfgang Imhof

  2. Institute of Inorganic and Analytical Chemistry, Friedrich-Schiller University Jena, Humboldtstr. 8, 07743, Jena, Germany

    Helmar Görls

Authors
  1. Katharina Heintz
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  2. Helmar Görls
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  3. Wolfgang Imhof
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Correspondence to Wolfgang Imhof.

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Heintz, K., Görls, H. & Imhof, W. The synthesis of diethyl 2-(2,2\('\)-bipyridin-4-ylmethylene)malonate and diethyl 3,3\('\)-(2,2\('\)-bipyridine-4,4\('\)-diyl)diacrylate. J Chem Sci 130, 67 (2018). https://doi.org/10.1007/s12039-018-1475-7

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  • DOI: https://doi.org/10.1007/s12039-018-1475-7

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