José I. Urgel¹, Marco Di Giovannantonio¹, Kristjan Eimre¹, Thorsten G. Lohr², Junzhi Liu², Shantanu Mishra¹, Qiang Sun¹, Amogh Kinikar¹, Roland Widmer¹, Samuel Stolz¹, Max Bommert¹, Reinhard Berger², Pascal Ruffieux¹, Carlo A. Pignedoli^1*, Klaus Müllen³, Xinliang Feng², Roman Fasel^1,4*

1 Empa – Swiss Federal Laboratories for Materials Science and Technology, Überlandstrasse 129, 8600 Dübendorf, Switzerland

2 Center for Advancing Electronics and Department of Chemistry and Food Chemistry, Technical University of Dresden, 01062 Dresden, Germany

3 Max Planck Institute for Polymer Research, Ackermannweg 10, 55128 Mainz, Germany

4 Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012 Bern, Switzerland

* Corresponding authors emails: carlo.pignedoli@empa.ch, roman.fasel@empa.ch

DOI10.24435/materialscloud:tx-ht [version v1]

Publication date: Oct 26, 2020

How to cite this record

José I. Urgel, Marco Di Giovannantonio, Kristjan Eimre, Thorsten G. Lohr, Junzhi Liu, Shantanu Mishra, Qiang Sun, Amogh Kinikar, Roland Widmer, Samuel Stolz, Max Bommert, Reinhard Berger, Pascal Ruffieux, Carlo A. Pignedoli, Klaus Müllen, Xinliang Feng, Roman Fasel, On‐surface synthesis of cumulene‐containing polymers via two‐step dehalogenative homocoupling of dibromomethylene-functionalized tribenzoazulene, Materials Cloud Archive 2020.131 (2020), https://doi.org/10.24435/materialscloud:tx-ht

Description

The record contains data that support our recent findings in the fabrication of cumulene containing polymers. Cumulene compounds are notoriously difficult to prepare and study because their reactivity increases dramatically with the increasing number of consecutive double bonds. In this respect, the emerging field of on‐surface synthesis provides exceptional opportunities because it relies on reactions on clean metal substrates under well‐controlled ultrahigh‐vacuum conditions. In the work we report the on‐surface synthesis of a polymer linked by cumulene‐like bonds on a Au(111) surface via sequential thermally activated dehalogenative C−C coupling of a tribenzoazulene precursor equipped with two dibromomethylene groups. The structure and electronic properties of the resulting polymer with cumulene‐like pentagon–pentagon and heptagon–heptagon connections have been investigated by means of scanning probe microscopy and spectroscopy methods and X‐ray photoelectron spectroscopy, complemented by density functional theory calculations.

Materials Cloud sections using this data

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ReadMe.yaml MD5md5:74b30fd1f6b63e4b8f22fc636895bdf0	15.8 KiB	ReadMe file in yaml format listing the content of the record
data.tgz MD5md5:34cbe13f22b9c2039139fccc11019d50	17.1 MiB	Archive file containing experimental data
calculations.aiida MD5md5:82d4747231d1c912b1f82a65b6626997 Open this AiiDA archive on renkulab.io (https://renkulab.io/)	964.4 MiB	Archive file containing provenance of calculations done with AiiDA

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Keywords

MARVEL/DD3 SNSF ERC CSCS DFG polymers cumulene on surface synthesis ab initio