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1,1′-diaryl-substituted ferrocenes: Up to three hinges in oligophenyleneethynylene-type molecular wires

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Original languageEnglish
Pages (from-to)1076-1087
Number of pages12
JournalEuropean Journal of Organic Chemistry
Issue number6
Publication statusPublished - 8 Feb 2010

Abstract

Molecular wires of the oligophenyleneethynylene (OPE)type are potentially rigid entities, The idea of the work reported herein was to replace some, not all, of the phenylene moieties with ferrocene units, thereby introducing limited conformational flexibility with the ferrocene units acting as hinges as a consequence of the facile rotation around the CpFe-Cp axis, In this context, the syntheses of a number of 1,1′-diaryl-disubstituted ferrocene building blocks are described. The new terminal diynes 22 and 24 were used to construct the first representatives of ferrocene-based molecular wires with three ferrocene hinges. The study includes an X-ray structure analysis of the thiophene-based diyne 24 as well as cyclovoltammetric analyses of a number of the compounds prepared

Keywords

    Cross-coupling, Cyclic voltammetry, Ferrocene, Molecular electronics, Molecular wires, Sandwich complexes

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1,1′-diaryl-substituted ferrocenes: Up to three hinges in oligophenyleneethynylene-type molecular wires. / Baumgardt, Ingmar; Butenschön, Holger.
In: European Journal of Organic Chemistry, No. 6, 08.02.2010, p. 1076-1087.

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T2 - Up to three hinges in oligophenyleneethynylene-type molecular wires

AU - Baumgardt, Ingmar

AU - Butenschön, Holger

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KW - Cross-coupling

KW - Cyclic voltammetry

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KW - Sandwich complexes

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