On-Surface Synthesis of Porous Carbon Nanoribbons from Polymer Chains

Beitrag in einer Fachzeitschrift

Details zur Publikation

Autorinnen und Autoren: Ammon M, Sander T, Maier S
Zeitschrift: Journal of the American Chemical Society
Jahr der Veröffentlichung: 2017
Band: 139
Heftnummer: 37
Seitenbereich: 12976–12984
ISSN: 0002-7863
Sprache: Englisch


We demonstrate the on-surface synthesis of porous carbon nanoribbons on Ag(111) via a preprogrammed isomerization of conformationally flexible polymer chains followed by dehydrogenation reactions using thermal annealing. The carbon chains are fabricated by polymerization of prochiral 1,3,5-tris(3-bromophenyl)benzene (mTBPB) directly on the surface using an Ullmann-type reaction. At room temperature, mTBPB partially self-assembles in halogen-bonded 2D networks, which transform into organometallic chains and rings after debromination. The chain and ring formation is facilitated by conformational switching from a C3h to Cs symmetry of mTBPB via rotation of m-phenylene units. The high conformational selectivity toward Cs-conformers is templated by the twofold coordination to Ag adatoms. After thermally induced covalent-linking through aryl–aryl coupling, well-ordered nanoporous chains are created. Finally, the rotation of single phenylene units in combination with dehydrogenation cross-linking reactions within the polymer chains leads to the unexpected formation of porous carbon nanoribbons. We unveil the reaction mechanism in a low-temperature scanning tunneling microscopy study and demonstrate that the rotation of m-phenylene units is a powerful design tool to promote structural control in the synthesis of cyclic covalent organic nanostructures on metal surfaces.

FAU-Autorinnen und Autoren / FAU-Herausgeberinnen und Herausgeber

Ammon, Maximilian
Professur für Experimentalphysik (Rastersondenmikroskopie)
Maier, Sabine Prof. Dr.
Professur für Experimentalphysik (Rastersondenmikroskopie)
Sander, Tim
Professur für Experimentalphysik (Rastersondenmikroskopie)

Zusätzliche Organisationseinheit(en)
Graduiertenkolleg 1896/2 In situ Mikroskopie mit Elektronen, Röntgenstrahlen und Rastersonden
Interdisziplinäres Zentrum, Center for Nanoanalysis and Electron Microscopy (CENEM)


Ammon, M., Sander, T., & Maier, S. (2017). On-Surface Synthesis of Porous Carbon Nanoribbons from Polymer Chains. Journal of the American Chemical Society, 139(37), 12976–12984. https://dx.doi.org/10.1021/jacs.7b04783

Ammon, Maximilian, Tim Sander, and Sabine Maier. "On-Surface Synthesis of Porous Carbon Nanoribbons from Polymer Chains." Journal of the American Chemical Society 139.37 (2017): 12976–12984.


Zuletzt aktualisiert 2019-03-06 um 16:01