Higher Acenes by On‐Surface Dehydrogenation: From Heptacene to Undecacene

A unified approach to the synthesis of the series of higher acenes up to previously unreported undecacene has been developed through the on‐surface dehydrogenation of partially saturated precursors. These molecules could be converted into the parent acenes by both atomic manipulation with the tip of...

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Bibliographic Details
Published inAngewandte Chemie Vol. 130; no. 33; pp. 10660 - 10665
Main Authors Zuzak, Rafal, Dorel, Ruth, Kolmer, Marek, Szymonski, Marek, Godlewski, Szymon, Echavarren, Antonio M.
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 13.08.2018
Subjects
Acene
Atomic force microscopes
Atomic force microscopy
Atomic structure
Benzene
Chemistry
Dehydrierungen
Dehydrogenation
Microscopes
Oberflächenchemie
Rasterkraftmikroskopie
Scanning
Short term memory
Spectroscopy
Tunneling
Undecacen
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Summary:A unified approach to the synthesis of the series of higher acenes up to previously unreported undecacene has been developed through the on‐surface dehydrogenation of partially saturated precursors. These molecules could be converted into the parent acenes by both atomic manipulation with the tip of a scanning tunneling and atomic force microscope (STM/AFM) as well as by on‐surface annealing. The structure of the generated acenes has been visualized by high‐resolution non‐contact AFM imaging and the evolution of the transport gap with the increase of the number of fused benzene rings has been determined on the basis of scanning tunneling spectroscopy (STS) measurements. Hoch auf 11: Größere Acene vom Heptacen bis zum Undecacen wurden durch Synthese an einer Oberfläche erhalten. Die Struktur der Produkte wurde mit hochauflösender Rasterkraftmikroskopie im Nichtkontakt‐Modus abgebildet. Die Bildung einer Transportlücke mit zunehmender Zahl kondensierter Benzolringe konnte mittels Rastertunnelspektroskopie beobachtet werden.
Bibliography:These authors contributed equally to this work.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.201802040