Issue 45, 2019

Unusual stabilization of larger acenes and heteroacenes

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

Article information

Article type
Review Article
Submitted
02 sept. 2019
Accepted
13 oct. 2019
First published
22 oct. 2019

J. Mater. Chem. C, 2019,7, 14011-14034

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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