On-Surface Synthesis of Porous Carbon Nanoribbons from Polymer Chains

التفاصيل البيبلوغرافية
العنوان: On-Surface Synthesis of Porous Carbon Nanoribbons from Polymer Chains
المؤلفون: Maximilian Ammon, Sabine Maier, Tim Sander
المصدر: Journal of the American Chemical Society
سنة النشر: 2017
مصطلحات موضوعية: chemistry.chemical_classification, Nanoporous, scanning probe microscopy, 02 engineering and technology, General Chemistry, Polymer, 010402 general chemistry, 021001 nanoscience & nanotechnology, Ring (chemistry), Photochemistry, 01 natural sciences, Biochemistry, Catalysis, 0104 chemical sciences, Colloid and Surface Chemistry, chemistry, Polymerization, Phenylene, Dehydrogenation, on-surface synthesis, 0210 nano-technology, Selectivity, Isomerization
الوصف: 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.
تدمد: 0002-7863
DOI: 10.1021/jacs.7b04783
URL الوصول: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a3d146aca0773d110421ebb81fbe5e63
Rights: OPEN
رقم الانضمام: edsair.doi.dedup.....a3d146aca0773d110421ebb81fbe5e63
قاعدة البيانات: OpenAIRE
الوصف
تدمد:00027863
DOI:10.1021/jacs.7b04783