Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2- d;4,5- d ′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate

Nico Fleck, Gregor Schnakenburg, Alexander C. Filippou, Olav Schiemann

Research output: Contribution to journalArticlepeer-review

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The title compound, a triarylmethanol, C46 H64 OS12 Si3 1, was synthesized via lithiation of tris-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl-methanol, 2, and electrophilic quenching with trimethylsilyl chloride. The current crystal structure reveals information about the reactivity of this compound and compares well with the structure reported for the unsubstituted parent compound 2 [Driesschaert et al. (2012). Eur. J. Org. Chem. 33, 6517-6525]. The title compound 1 forms molecular propellers and crystallizes in P, featuring an unusually long Si - C ar bond of 1.910(3)Å. Moreover, the geometry at the central quaternary carbon is rather trigonal-pyramidal than tetrahedral due to vast intramolecular stress. One trimethylsilyl group is disordered over two positions in a 0.504(4):0.496(4) ratio and one S atom is disordered over two positions in a 0.509(7):0.491(7) ratio. The contribution of disordered diethyl ether solvent molecule(s) was removed using the PLATON SQUEEZE (Spek, 2015) solvent masking procedure. These solvent molecules are not considered in the given chemical formula and other crystal data.

Original languageEnglish
Pages (from-to)539-542
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
StatePublished - 1 Apr 2018
Externally publishedYes


  • EPR
  • crystal structure
  • spin label
  • triarylmethanol
  • trityl radical


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