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On-surface synthesis of porous graphene nanoribbons containing nonplanar [14]annulene pores

Murugan Rathamony Ajayakumar1, Marco Di Giovannantonio2, Carlo Antonio Pignedoli2*, Lin Yang1, Pascal Ruffieux2, Ji Ma1, Roman Fasel2,3*, Xinliang Feng1,4

1 Center for Advancing Electronics Dresden (cfaed), Faculty of Chemistry and Food Chemistry, Technische Universitat Dresden, Dresden, Germany

2 Empa, Swiss Federal Laboratories for Materials Science and Technology, nanotech@surfaces Laboratory, 8600 Dübendorf, Switzerland

3 Department of Chemistry, Biochemistry and Pharmaceutical Sciences, University of Bern, Bern, Switzerland

4 Department of Synthetic Materials and Functional Devices, Max Planck Institute of Microstructure Physics, Halle, Germany

* Corresponding authors emails: carlo.pignedoli@empa.ch, roman.fasel@empa.ch
DOI10.24435/materialscloud:by-jd [version v1]

Publication date: Nov 11, 2022

How to cite this record

Murugan Rathamony Ajayakumar, Marco Di Giovannantonio, Carlo Antonio Pignedoli, Lin Yang, Pascal Ruffieux, Ji Ma, Roman Fasel, Xinliang Feng, On-surface synthesis of porous graphene nanoribbons containing nonplanar [14]annulene pores, Materials Cloud Archive 2022.146 (2022), doi: 10.24435/materialscloud:by-jd.


The precise introduction of nonplanar pores in the backbone of graphene nanoribbon represents a great challenge. In a recent work, we explore a synthetic strategy toward the preparation of nonplanar porous graphene nanoribbon from a predesigned dibromohexabenzotetracene monomer bearing four cove-edges. Successive thermal annealing steps of the monomers indicate that the dehalogenative aryl-aryl homocoupling yields a twisted polymer precursor on a gold surface and the subsequent cyclodehydrogenation leads to a defective porous graphene nanoribbon containing nonplanar [14]annulene pores and five-membered rings as characterized by scanning tunneling microscopy and noncontact atomic force microscopy. Although the C–C bonds producing [14]annulene pores are not achieved with high yield, our results provide new synthetic perspectives for the on-surface growth of nonplanar porous graphene nanoribbons. The record contains data to support the results of our work

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External references

Journal reference (manuscript where the results are discussed. Open access)
M.R. Ajayakumar, M. Di Giovannantonio, C.A. Pignedoli, L. Yang, P. Ruffieux, J. Ma, R. Fasel, X. Feng J. Polym. Sci. 60, 1912-1917 (2022). doi:10.1002/pol.20220003


on-surface synthesis DFT graphene nanoribbons STM

Version history:

2022.146 (version v1) [This version] Nov 11, 2022 DOI10.24435/materialscloud:by-jd