Exploration of Interfacial Porphine Coupling Schemes and Hybrid Systems by Bond-Resolved Scanning Probe Microscopy

Felix Bischoff, Yuanqin He, Alexander Riss, Knud Seufert, Willi Auwärter, Johannes V. Barth

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

The templated synthesis of porphyrin-based oligomers and heterosystems is of considerable interest for materials with tunable electronic gaps, photovoltaics, or sensing device elements. In this work, temperature-induced dehydrogenative coupling between unsubstituted free-base porphine units and their attachment to graphene nanoribbons on a well-defined Ag(111) support are scrutinized by bond-resolved scanning probe microscopy techniques. The detailed inspection of covalently fused porphine dimers obtained by in vacuo on-surface synthesis clearly reveals atomistic details of coupling motifs, whereby also putative reaction intermediates are identified. Moreover, the covalent attachment of porphines at preferred locations of atomically precise armchair-type graphene nanoribbons is demonstrated.

Original languageEnglish
Pages (from-to)16030-16035
Number of pages6
JournalAngewandte Chemie International Edition in English
Volume57
Issue number49
DOIs
StatePublished - 3 Dec 2018

Keywords

  • C−C coupling
  • graphene nanoribbons
  • porphyrins
  • scanning probe microscopy
  • surface chemistry

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