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C-3-Symmetrical Tribenzotriquinacene Derivatives: Optical Resolution through Cryptophane Synthesis and Supramolecular Self-Assembly into Nanotubes

  作者 WANG TAO; ZHANG YUFEI; HOU QMQING; XU WENRONG; CAO XIAOPING; CHOW HAKFUN; KUCK DIETMAR  
  选自 期刊  Journal of Organic Chemistry;  卷期  2013年78-3;  页码  1062-1069  
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[摘要]Based on a regioselective tris-formylation of a tribenzotriquinacene (TBTQ) hydrocarbon, the racemic C-3-symmetrical TBTQ-trialdehyde and the corresponding TBTQ-trimethanol were synthesized along with their C-1-isomers. Conversion of the C-3-trialdehyde to three diastereomeric TBTQ-based cryptophanes occurring in high yield enabled the preparation of the optically pure C-3-symmetrical TBTQ-trialdehydes and the determination of their absolute configuration. The racemic C-3-symmetrical TBTQ-trimethanol was found to form several stable nanotubular aggregates in the solid state.

 
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