Unusual stabilization of larger acenes and heteroacenes

• Verfasst von: Müller, Matthias [VerfasserIn]
• Verfasst von: Ahrens, Lukas [VerfasserIn]
• Verfasst von: Brosius, Victor [VerfasserIn]
• Verfasst von: Freudenberg, Jan [VerfasserIn]
• Verfasst von: Bunz, Uwe H. F. [VerfasserIn]
• Titel: Unusual stabilization of larger acenes and heteroacenes
• Verf.angabe: Matthias Müller, Lukas Ahrens, Victor Brosius, Jan Freudenberg, Uwe H. F. Bunz
• E-Jahr: 2019
• Jahr: 22 Oct 2019
• Umfang: 24 S.
• Fussnoten: Gesehen am 27.01.2020
• Titel Quelle: Enthalten in: Journal of materials chemistry / C
• Ort Quelle: London [u.a.] : RSC, 2013
• Jahr Quelle: 2019
• Band/Heft Quelle: 7(2019), 45, Seite 14011-14034
• ISSN Quelle: 2050-7534
• DOI: doi:10.1039/C9TC04843J
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1688555986

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.