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Zeitschrift für Naturforschung B

A Journal of Chemical Sciences

12 Issues per year


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1865-7117
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Volume 51, Issue 12 (Dec 1996)

Issues

Asymmetrie Ethynes. Syntheses of Ethynylferrocene Paradigms

Johann Polin
  • Dipartimento di Chimica "G. Ciamician", Universitá degli Studi di Bologna, Via Selmi 2, 1-40126 Bologna, Italy
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/ Herwig Schottenberger
  • Institut für Allgemeine, Anorganische und Theoretische Chemie, Universität Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria
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/ Karl Eberhard Schwarzhans
  • Institut für Allgemeine, Anorganische und Theoretische Chemie, Universität Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria
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Published Online: 2014-06-02 | DOI: https://doi.org/10.1515/znb-1996-1204

Synthetic methods to bifunctional ethynes have been examined. Direct ethynylation, the Stephens-Castro reaction, the Pd-catalysed Hagihara coupling, transmetalation reactions and nucleophilic additions have been evaluated in the preparation of substituted ferrocenylethynes with intended use of these materials in electrochemical and nonlinear optical investigations. Asymmetric ferrocenylethynes are promising candidates for applications in contemporary materials science. Synthetically, 1,4-bis(ferrocenylethynylene)benzene (1), 1,3,5-tris(ferrocenylethynylene) benzene (2), and 9 ,10-bis(ferrocenylethynylene)anthracene (3) are obtained in high yields, whereas 4-ferrocenylethynylene-2,3,5,6-tetrafluorostyrene (4) and potassium (ferrocenylethynylene) triphenyl borate (5) are accessible in only moderate yields. Further extension of this chemistry to additional heteronuclear bimetallic coordination compounds has been attempted, but without success due to severe difficulties in both preparation and characterization of these materials.

: Ethynylferrocene; Donor-Acceptor Systems; Coupling Reactions

About the article

Received: 1996-06-10

Published Online: 2014-06-02

Published in Print: 1996-12-01


Citation Information: Zeitschrift für Naturforschung B, ISSN (Online) 1865-7117, ISSN (Print) 0932-0776, DOI: https://doi.org/10.1515/znb-1996-1204.

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© 1946 – 2014: Verlag der Zeitschrift für Naturforschung. This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License. BY-NC-ND 3.0

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