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Microwave assisted synthesis of 3-(2,2′-bipyridine-4-yl)-2-propenoic acid ethyl ester

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Abstract

3-(2,2′-Bipyridine-4-yl)-2-propenoic acid ethyl ester which may be used for the introduction of metal coordination sites in polyacrylates is synthesized by an improved synthetic route to the key intermediate 4-bromo-2,2′-bipyridine working under microwave conditions, which leads to drastic shortening of reaction times, as well as to the reduction of reaction steps. In addition, a synthetic procedure to formyl-bipyridines that is not based on reductive or oxidative reaction conditions could be applied. Starting from the formyl-bipyridine derivative the title compound may be effectively generated using modified Horner–Wadsworth–Emmons reaction conditions to yield the new ligand.

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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. Wolfgang Imhof
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  3. Helmar Görls
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Correspondence to Wolfgang Imhof.

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Heintz, K., Imhof, W. & Görls, H. Microwave assisted synthesis of 3-(2,2′-bipyridine-4-yl)-2-propenoic acid ethyl ester. Monatsh Chem 148, 991–998 (2017). https://doi.org/10.1007/s00706-016-1908-2

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  • DOI: https://doi.org/10.1007/s00706-016-1908-2

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