New molecular wires with two ferrocene hinges

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  • Technische Universität Braunschweig
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Original languageEnglish
Pages (from-to)41-50
Number of pages10
JournalJournal of Inorganic and Organometallic Polymers and Materials
Volume18
Issue number1
Publication statusPublished - 28 Nov 2007

Abstract

Conventional molecular wires of the oligophenyleneethynylene (OPE) type are two-dimensional rigid molecules of fixed length. Possible problems concerning π,π stacking and device geometry associated therewith might be overcome by replacement of some of the 1,4-phenylene moieties by 1,1′-disubstituted ferrocene units. These make the wire three-dimensional thereby reducing the likelihood of intermolecular π,π interactions and serve in addition as hinges as a result of the almost free rotation around the Cp-Fe-Cp axis. This feature provides a limited conformational flexibility with the possibility of a length adjustment comparable to a foldable ruler. Here the syntheses and some physical properties of molecular wires containing two ferrocene hinges are described. In a number of cases the Sonogashira coupling reactions used for the coupling of the respective building blocks proceed much faster under microwave irradiation as compared to conventional heating.

Keywords

    Ferrocene, Microwave acceleration, Molecular electronics, Molecular wires, Sonogashira coupling

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Cite this

New molecular wires with two ferrocene hinges. / Ma, Jingxiang; Vollmann, Marc; Menzel, Henning et al.
In: Journal of Inorganic and Organometallic Polymers and Materials, Vol. 18, No. 1, 28.11.2007, p. 41-50.

Research output: Contribution to journalArticleResearchpeer review

Ma J, Vollmann M, Menzel H, Pohle S, Butenschön H. New molecular wires with two ferrocene hinges. Journal of Inorganic and Organometallic Polymers and Materials. 2007 Nov 28;18(1):41-50. doi: 10.1007/s10904-007-9189-1, 10.1007/s10904-012-9769-6
Ma, Jingxiang ; Vollmann, Marc ; Menzel, Henning et al. / New molecular wires with two ferrocene hinges. In: Journal of Inorganic and Organometallic Polymers and Materials. 2007 ; Vol. 18, No. 1. pp. 41-50.
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abstract = "Conventional molecular wires of the oligophenyleneethynylene (OPE) type are two-dimensional rigid molecules of fixed length. Possible problems concerning π,π stacking and device geometry associated therewith might be overcome by replacement of some of the 1,4-phenylene moieties by 1,1′-disubstituted ferrocene units. These make the wire three-dimensional thereby reducing the likelihood of intermolecular π,π interactions and serve in addition as hinges as a result of the almost free rotation around the Cp-Fe-Cp axis. This feature provides a limited conformational flexibility with the possibility of a length adjustment comparable to a foldable ruler. Here the syntheses and some physical properties of molecular wires containing two ferrocene hinges are described. In a number of cases the Sonogashira coupling reactions used for the coupling of the respective building blocks proceed much faster under microwave irradiation as compared to conventional heating.",
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AU - Pohle, Sven

AU - Butenschön, Holger

N1 - Funding information: This work was kindly supported by the Volkswagen Foundation and the Deutsche Forschungsgemeinschaft (SPP 1243). We thank Wacker Chemie AG for a donation of trim-ethylsilylethyne (7) and Octel Deutschland GmbH for a donation of ferrocene.

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