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On-surface interchain coupling and skeletal rearrangement of indenofluorene polymers

Qiang Chen1,2, Marco Di Giovannantonio3,4, Kristjan Eimre3, José I. Urgel3,5, Pascal Ruffieux3, Carlo A. Pignedoli3*, Klaus Müllen1,6, Roman Fasel3,7, Akimitsu Narita1,8

1 Max Planck Institute for Polymer Research Ackermannweg 10, D-55128 Mainz, Germany

2 Institute of Functional Nano & Soft Materials (FUNSOM), Joint International Research Laboratory of Carbon-Based Functional Materials and Devices, Jiangsu Key Laboratory for Carbon-Based Functional Materials & Devices, Soochow University, Suzhou, Jiangsu, 215123 P. R. China

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

4 Institute of Structure of Matter – CNR (ISM-CNR), Rome, 00133 Italy

5 IMDEA Nanoscience, C/ Faraday 9, Campus de Cantoblanco, Madrid, 28049 Spain

6 Department of Chemistry, Johannes Gutenberg University Mainz, D-55128 Mainz, Germany

7 Department of Chemistry, Biochemistry and Pharmaceutical Sciences, University of Bern, Bern, 3012 Switzerland

8 Organic and Carbon Nanomaterials Unit, Okinawa Institute of Science and Technology Graduate University, Kunigami-gun, Okinawa, 904-0495 Japan

* Corresponding authors emails: carlo.pignedoli@empa.ch
DOI10.24435/materialscloud:h2-x5 [version v1]

Publication date: Jan 09, 2024

How to cite this record

Qiang Chen, Marco Di Giovannantonio, Kristjan Eimre, José I. Urgel, Pascal Ruffieux, Carlo A. Pignedoli, Klaus Müllen, Roman Fasel, Akimitsu Narita, On-surface interchain coupling and skeletal rearrangement of indenofluorene polymers, Materials Cloud Archive 2024.8 (2024), https://doi.org/10.24435/materialscloud:h2-x5


On-surface synthesis serves as a powerful approach to construct π-conjugated carbon nanostructures that are not accessible by conventional wet chemistry. Nevertheless, this method has been limited by the types and numbers of available on-surface transformations. While the majority of successful cases exploit thermally triggered dehalogenative carbon–carbon coupling and cyclodehydrogenation, rearrangement of appropriate functional moieties has received limited research attention. In a recent work, we describe the unprecedented interchain coupling and thermally induced skeleton rearrangement of (dihydro)indeno[2,1-b]fluorene (IF) polymers on an Au(111) surface under ultrahigh vacuum conditions, leading to different ladder polymers as well as fully fused graphene nanoribbon segments containing pentagonal and heptagonal rings. Au-coordinated nanoribbons are also observed. All structures are unambiguously characterized by high-resolution scanning probe microscopy. The results provide an avenue to fabricating a wider variety of π-conjugated polymers and carbon nanostructures comprising nonhexagonal rings as well as rarely explored organometallic nanoribbons. This record contains data of the calculations that support our results.

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5.1 MiB Archive file containing AiiDA nodes of the calculations


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External references

Journal reference (Manuscript where the results are discussed)
Q. Chen, M. Di Giovannantonio, K. Eimre, J. I. Urgel, P. Ruffieux, C. A. Pignedoli, K. Müllen, R. Fasel, A. Narita, Macromol. Chem. Phys. 2300345 (2023) doi:10.1002/macp.202300345


MARVEL/P4 CSCS SNSF Indenofluorene STM Non-contact atomic force microscopy DFT

Version history:

2024.8 (version v1) [This version] Jan 09, 2024 DOI10.24435/materialscloud:h2-x5