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Issue 10, 2006
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Synthesis of triester-functionalized molecular motors incorporating bis-acetylide trans-platinum insulating fragments

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Abstract

Bis-ferrocene compounds linked either by two triple bonds (1,4-di(ferrocenyl)butadiyne 1), or by the triple bond–platinum–triple bond sequence (trans-bis(ferrocenylethynyl)bis(triethylphosphine)platinum(II), 2) have been synthesized. The electronic coupling between the ferrocene groups has been estimated from the intensity of the intervalence transition in the electrochemically generated mixed valence complexes. Upon insertion of a platinum fragment a weak attenuation was observed, with the Vab parameter decreasing from 0.036 eV for 1 to 0.025 eV for 2. A theoretical study has also been performed, using a combination of DFT for geometry optimization and Extended Hückel Theory for the estimation of the electronic coupling. It was found that the electronic coupling decreases from 0.090 eV for 1 to 0.022 eV for a model of 2. In a second part of this work, we describe the synthesis of two molecular motors incorporating the ligand hydrotris[6-(ethoxycarbonyl)indazol-1-yl]borate which exhibits three pendant ester groups dedicated to be anchored onto an oxide surface. This stator is connected through a ruthenium centre to a pentasubstituted cyclopentadienyl rotor bearing ferrocene terminal electroactive groups, linked either by a phenylethynyl spacer (complex 4) or a spacer containing bis-acetylide trans-platinum insulating fragments (complex 8).

Graphical abstract: Synthesis of triester-functionalized molecular motors incorporating bis-acetylide trans-platinum insulating fragments

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Publication details

The article was received on 18 Apr 2006, accepted on 21 Jun 2006 and first published on 18 Jul 2006


Article type: Paper
DOI: 10.1039/B605509E
Citation: New J. Chem., 2006,30, 1429-1438
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    Synthesis of triester-functionalized molecular motors incorporating bis-acetylide trans-platinum insulating fragments

    G. Vives, A. Carella, S. Sistach, J. Launay and G. Rapenne, New J. Chem., 2006, 30, 1429
    DOI: 10.1039/B605509E

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