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Issue 45, 2019
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Unusual stabilization of larger acenes and heteroacenes

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Abstract

The larger acenes and heteroacenes (>pentacenes) are attractive, yet sensitive materials; several strategies were developed to stabilize such species. “Classic” approaches employ bulky substituents that also solubilize these polycyclic aromatic (aza)hydrocarbons. Alternative strategies were developed conferring kinetic stabilization through solid state arrangements, addition of further Clar sextets through π-extension, on-surface syntheses and stabilization through extreme steric shielding, giving a highly twisted acene backbone. Another option is the generation of isoelectronic acene analogues from π-extended quinodimethanes. Some of the highly stabilized materials do not mimic the characteristics of their parent (aza)acenes but exhibit different – yet attractive – properties, dissected in this review.

Graphical abstract: Unusual stabilization of larger acenes and heteroacenes

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Article information


Submitted
02 Sep 2019
Accepted
13 Oct 2019
First published
22 Oct 2019

J. Mater. Chem. C, 2019,7, 14011-14034
Article type
Review Article

Unusual stabilization of larger acenes and heteroacenes

M. Müller, L. Ahrens, V. Brosius, J. Freudenberg and U. H. F. Bunz, J. Mater. Chem. C, 2019, 7, 14011
DOI: 10.1039/C9TC04843J

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