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J Am Chem Soc. 2016 Feb 17;138(6):1792-5. doi: 10.1021/jacs.5b12642. Epub 2016 Feb 02.

Coronene-Containing N-Heteroarenes: 13 Rings in a Row.

Journal of the American Chemical Society

Alexander H Endres, Manuel Schaffroth, Fabian Paulus, Hilmar Reiss, Hubert Wadepohl, Frank Rominger, Roland Krämer, Uwe H F Bunz

Affiliations

  1. Centre for Advanced Materials, Ruprecht-Karls-Universät Heidelberg , Im Neuenheimer Feld 225, 69120 Heidelberg, Germany.

PMID: 26808212 DOI: 10.1021/jacs.5b12642

Abstract

We describe the modular synthesis of three novel large N-heteroarenes, containing 9, 11, and 13 annulated rings. This modular system features fused azaacene units to a coronene nucleus. We evaluate the optical and electronic properties and the solid-state packing of the targets. The electronic properties of the 13-ring N-heteroarene allow the fabrication of a proof-of-concept thin-film transistor. Electron mobilities up to 8 × 10(-4) cm/(V s) were obtained for polycrystalline films.

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