4.5 Article

C3v-Symmetrical Tribenzotriquinacenes Bearing Six Benzylic Tentacle Groups at the Molecular Periphery

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 18, Pages 3416-3423

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201200194

Keywords

Etherification; Friedel-Crafts alkylation; Polycycles; Supramolecular chemistry; Synthetic methods

Funding

  1. Deutsche Forschungsgemeinschaft (DFG) [KU 663/16-1]

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The synthesis and characterization of several C3v-symmetrically extended tribenzotriquinacenes (TBTQs) bearing six benzylic C1-tentacular functional groups at the arene periphery were reported. A new C3v-symmetrical hexakis(chloromethyl)-substituted TBTQ derivative was used as the key intermediate, and other derivatives were synthesized with high efficiency by either sixfold nucleophilic substitution reactions with phenols or sixfold Friedel-Crafts alkylation reactions with various arenes.

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