Chiral Teleinduction in the Formation of a Macromolecular Multistate Chiroptical Redox Switch

Authors

  • E. Gomar-Nadal,

    1. Departament de Nanociència Molecular i Materials Orgànics, Institut de Ciència de Materials de Barcelona (CSIC), Campus Universitari, ES-08193 Bellaterra, Catalonia, Spain
    Search for more papers by this author
  • J. Veciana,

    1. Departament de Nanociència Molecular i Materials Orgànics, Institut de Ciència de Materials de Barcelona (CSIC), Campus Universitari, ES-08193 Bellaterra, Catalonia, Spain
    Search for more papers by this author
  • C. Rovira,

    1. Departament de Nanociència Molecular i Materials Orgànics, Institut de Ciència de Materials de Barcelona (CSIC), Campus Universitari, ES-08193 Bellaterra, Catalonia, Spain
    Search for more papers by this author
  • D. B. Amabilino

    1. Departament de Nanociència Molecular i Materials Orgànics, Institut de Ciència de Materials de Barcelona (CSIC), Campus Universitari, ES-08193 Bellaterra, Catalonia, Spain
    Search for more papers by this author

  • This work was supported by the Programa General de Conocimento of the Dirección General de Investigación, Ciencia y Tecnología (Spain), under the project BQU2003-00760, DGR, Catalonia (Project 2001SGR00362), and the European Integrated Project NAIMO (NMP4-CT-2004-500355). E. G.-N. is grateful to the Generalitat de Catalunya for a predoctoral grant. Supporting Information is available online from Wiley InterScience or from the author.

Abstract

original image

A multistate chiroptical macromolecular switch based on the redox behavior of tetrathiafulvalene (TTF) units has been prepared from a chiral TTF functionalized with an isocyanide group. Polymerization takes place diastereoselectively due to an unusually long-range chiral induction, yielding a helical backbone with organized electroactive side groups (see Figure). This organized redox system may lead to applications in molecular devices.

Ancillary