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...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie International Edition 2018-08, Vol.57 (33), p.10500-10505
Main Authors: Zuzak, Rafal, Dorel, Ruth, Kolmer, Marek, Szymonski, Marek, Godlewski, Szymon, Echavarren, Antonio M.
Format: Article
Language:English
Subjects:
acenes
Atomic force microscopes
Atomic force microscopy
Atomic structure
Benzene
Communication
Communications
Dehydrogenation
Microscopes
Scanning
Short term memory
Spectroscopy
surface chemistry
undecacene
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
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. Turn it up to eleven: Larger acenes ranging from heptacene to undecacene have been obtained by on‐surface synthesis. The structure of the generated acenes has been visualized by high‐resolution non‐contact atomic force microscopy. The evolution of the transport gap with the increasing number of fused benzene rings has been observed by scanning tunneling spectroscopy.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201802040