Diindeno-fusion of an anthracene as a design strategy for stable organic biradicals

書誌事項

公開日
2016-05-23
資源種別
journal article
権利情報
  • http://www.springer.com/tdm
DOI
  • 10.1038/nchem.2518
公開者
Springer Science and Business Media LLC

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説明

The consequence of unpaired electrons in organic molecules has fascinated and confounded chemists for over a century. The study of open-shell molecules has been rekindled in recent years as new synthetic methods, improved spectroscopic techniques and powerful computational tools have been brought to bear on this field. Nonetheless, it is the intrinsic instability of the biradical species that limits the practicality of this research. Here we report the synthesis and characterization of a molecule based on the diindeno[b,i]anthracene framework that exhibits pronounced open-shell character yet possesses remarkable stability. The synthetic route is rapid, efficient and possible on the gram scale. The molecular structure was confirmed through single-crystal X-ray diffraction. From variable-temperature Raman spectroscopy and magnetic susceptibility measurements a thermally accessible triplet excited state was found. Organic field-effect transistor device data show an ambipolar performance with balanced electron and hole mobilities. Our results demonstrate the rational design and synthesis of an air- and temperature-stable biradical compound.

収録刊行物

  • Nature Chemistry

    Nature Chemistry 8 (8), 753-759, 2016-05-23

    Springer Science and Business Media LLC

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