4.8 Article

A Pyrene-Fused N-Heteroacene with Eleven Rectilinearly Annulated Aromatic Rings

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 20, Pages 6051-6056

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201411972

Keywords

dispersion interactions; N-acenes; polymorphism; pyrenes; structure elucidation

Funding

  1. Deutsche Forschungsgemeinschaft
  2. Fond der Chemischen Industrie

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A highly soluble pyrene-fused undecacene is realized by end-capping the rectilinear aromatic pi-plane with triptycenylene units. Besides the good solubility, the compound shows a high tendency to crystallize. Two polymorphs from dichlorobenzene and chloroform are described. In the polymorph from chloroform, half of the molecules are strongly bent out of the pi-plane by 26.4 degrees.

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