4.6 Article

Indeno[2,1-a]fluorene-11,12-dione Radical Anions: Synthesis, Characterization, and Properties

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 28, Issue 8, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202103897

Keywords

crystal structures; indenofluorenediones; radical anions; semiconductors

Funding

  1. National Key R&D Program of China [2016YFA0300404, 2018YFA0306004]
  2. National Natural Science Foundation of China [21525102, 21690062]

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This study investigated the one-electron reduction of indeno[2,1-a]fluorene-11,12-dione (IF) using various alkali metals. Different structures, properties, and characterization were obtained using various techniques. The study provides insights into multifunctional radical anions and highlights the design and development of different functional radicals.
The one-electron reduction of indeno[2,1-a]fluorene-11,12-dione (IF) with various alkali metals prepare the radical anion salts. The data about different structures, properties, and characterization was obtained by single-crystal X-ray diffraction, electron paramagnetic resonance (EPR) spectroscopy, superconducting quantum interference device (SQUID) measurements, and physical property measurement system (PPMS). Compound IF.-K+(18-c-6) is regarded as a one-dimensional magnetic chain through C-H...C interaction. Theoretical calculations and magnetic results showed that [IF.-K+(15-c-5)](2) is a dimer with an open-shell ground state. Compounds IF.-Na+(15-c-5) and IF.-K+(cryptand) are monoradical anion salts: IF2.-Li+ possesses unique pi-stack structure with an interplanar separation less than 3.46 angstrom, making it a semiconductor (delta(RT)=1.9x10(-4) S . cm(-1)). This work gives insights into multifunctional radical anions, and describes the design and development of different functional radicals.

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