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Updated: Jun 3, 2026

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Synthesis, crystal structures, and photophysical properties of electron-accepting diethynylindenofluorenediones
Bradley D Rose1, Daniel T Chase, Christopher D Weber
1Department of Chemistry & Materials Science Institute, University of Oregon, Eugene, Oregon 97403-1253, USA.
Abstract:
A series of 6,12-bis[(trialkylsilyl)ethynyl]indeno[1,2-b]fluorene-5,11-diones has been synthesized. X-ray crystallographic analysis of these compounds reveals that triisopropylsilyl (TIPS) substitution on the alkyne terminus affords the largest number of intermolecular π-π interactions in the solid state. Conversely, use of trialkylsilyl groups smaller or larger than TIPS furnishes a variety of crystal-packing motifs that contain fewer π-π interactions. Electrochemical and photophysical data suggest that these molecules are excellent electron-accepting materials.
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