Gold-Catalyzed Facile Synthesis and Crystal Structures of Benzene-/Naphthalene-Based Bispentalenes as Organic Semiconductors.
gold catalysis
organic-field-effect transistor
pentalene
polycyclic aromatic hydrocarbons
tetrayne
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
02 Jan 2019
02 Jan 2019
Historique:
received:
10
11
2018
pubmed:
14
11
2018
medline:
14
11
2018
entrez:
14
11
2018
Statut:
ppublish
Résumé
The gold-catalyzed facile synthesis of U-shaped and S-shaped bispentalenes is described from easily available tetra(arylethynyl)-benzenes and -naphthalenes. The optoelectronic and transistor properties were also investigated. The selectivity between the U-shaped and S-shaped bispentalene isomers can be tuned by the bulkiness of the ligand and the substrates. The S-shaped naphthalene-based bispentalene shows a one-dimensional face-to-face packing pattern in solid state and a good hole mobility, indicating that the S-shaped bispentalene core is highly suitable for transistor applications. The gold-catalyzed annulation of tetraynes provides a useful protocol in the synthesis of bispentalenes for organic semiconductors.
Identifiants
pubmed: 30423210
doi: 10.1002/chem.201805637
doi:
Types de publication
Journal Article
Langues
eng
Pagination
216-220Subventions
Organisme : Deutsche Forschungsgemeinschaft
ID : SFB 1249
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.