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Coupling Tetracyanoquinodimethane to Tetrathiafulvalene: A Fused TCNQ–TTF–TCNQ Triad

Authors

  • Dr. Francisco Otón,

    1. Molecular Nanoscience and Organic Materials (NMMO) Institut de Ciència de Materials de Barcelona (ICMAB-CSIC) and Networking Research Center on Bioengineering, Biomaterials and Nanomedicine (CIBER-BBN), Campus Universitari de Bellaterra, Cerdanyola, 08193 Barcelona (Spain)
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  • Dr. Vega Lloveras,

    1. Molecular Nanoscience and Organic Materials (NMMO) Institut de Ciència de Materials de Barcelona (ICMAB-CSIC) and Networking Research Center on Bioengineering, Biomaterials and Nanomedicine (CIBER-BBN), Campus Universitari de Bellaterra, Cerdanyola, 08193 Barcelona (Spain)
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  • Dr. Marta Mas-Torrent,

    1. Molecular Nanoscience and Organic Materials (NMMO) Institut de Ciència de Materials de Barcelona (ICMAB-CSIC) and Networking Research Center on Bioengineering, Biomaterials and Nanomedicine (CIBER-BBN), Campus Universitari de Bellaterra, Cerdanyola, 08193 Barcelona (Spain)
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  • Dr. José Vidal-Gancedo,

    1. Molecular Nanoscience and Organic Materials (NMMO) Institut de Ciència de Materials de Barcelona (ICMAB-CSIC) and Networking Research Center on Bioengineering, Biomaterials and Nanomedicine (CIBER-BBN), Campus Universitari de Bellaterra, Cerdanyola, 08193 Barcelona (Spain)
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  • Prof. Jaume Veciana,

    1. Molecular Nanoscience and Organic Materials (NMMO) Institut de Ciència de Materials de Barcelona (ICMAB-CSIC) and Networking Research Center on Bioengineering, Biomaterials and Nanomedicine (CIBER-BBN), Campus Universitari de Bellaterra, Cerdanyola, 08193 Barcelona (Spain)
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  • Prof. Concepció Rovira

    Corresponding author
    1. Molecular Nanoscience and Organic Materials (NMMO) Institut de Ciència de Materials de Barcelona (ICMAB-CSIC) and Networking Research Center on Bioengineering, Biomaterials and Nanomedicine (CIBER-BBN), Campus Universitari de Bellaterra, Cerdanyola, 08193 Barcelona (Spain)
    • Molecular Nanoscience and Organic Materials (NMMO) Institut de Ciència de Materials de Barcelona (ICMAB-CSIC) and Networking Research Center on Bioengineering, Biomaterials and Nanomedicine (CIBER-BBN), Campus Universitari de Bellaterra, Cerdanyola, 08193 Barcelona (Spain)
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  • We thank the EU through the EC FP7 ONE-P large-scale project (no. 212311), Spain (contracts CTQ2006-06333/BQU and CTQ2010-195011/BQU), the Generalitat de Catalunya (2009SGR00516), the program “Juan de la Cierva” (MICINN), and the CIBER de Bioingeniera, Biomateriales y Nanomedicina (CIBER-BBN), promoted by ISCIII, Spain. We also thank CESGA for the use of their computational resources.

Abstract

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Happy marriage: For the first time, a fused TCNQ–TTF–TCNQ triad has been synthesized and structurally characterized. Strong bending is observed in both the TTF bridge and the benzo-TCNQ moieties, which prevents good packing for intermolecular charge transfer. The Vis/NIR and VT-EPR studies of the mixed-valence derivative of the triad indicate that the electrons are moving from one acceptor moiety to the other through the donor TTF bridge.

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