On‐Surface Driven Formal Michael Addition Produces m ‐Polyaniline Oligomers on Pt (111)

Abstract: On‐surface synthesis is emerging as a highly rational bottom‐up methodology for the synthesis of molecular structures that are unattainable or complex to obtain by wet chemistry. Here, oligomers of meta‐polyaniline, a known ferromagnetic polymer, were synthesized from para‐aminophenol building‐blocks via an unexpected and highly specific on‐surface formal 1,4 Michael‐type addition at the meta position, driven by the reduction of the aminophenol molecule. We rationalize this dehydrogenation and coupling reaction mechanism with a combination of in situ scanning tunneling and non‐contact atomic force microscopies, high‐resolution synchrotron‐based X‐ray photoemission spectroscopy and first‐principles calculations. This study demonstrates the capability of surfaces to selectively modify local molecular conditions to redirect well‐established synthetic routes, such as Michael coupling, towards the rational synthesis of new covalent nanostructures.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
On‐Surface Driven Formal Michael Addition Produces m ‐Polyaniline Oligomers on Pt (111) ; volume:59 ; number:51 ; year:2020 ; pages:23220-23227 ; extent:8
Angewandte Chemie / International edition. International edition ; 59, Heft 51 (2020), 23220-23227 (gesamt 8)

Urheber
Ruiz del Árbol, Nerea
Sánchez‐Sánchez, Carlos
Otero‐Irurueta, Gonzalo
Martínez, José I.
de Andrés, Pedro L.
Gómez‐Herrero, Ana C.
Merino, Pablo
Piantek, Marten
Serrate, David
Lacovig, Paolo
Lizzit, Silvano
Alemán, José
Ellis, Gary J.
López, María F.
Martín‐Gago, José A.

DOI
10.1002/anie.202009863
URN
urn:nbn:de:101:1-2022061112031848070783
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:38 MESZ

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Beteiligte

  • Ruiz del Árbol, Nerea
  • Sánchez‐Sánchez, Carlos
  • Otero‐Irurueta, Gonzalo
  • Martínez, José I.
  • de Andrés, Pedro L.
  • Gómez‐Herrero, Ana C.
  • Merino, Pablo
  • Piantek, Marten
  • Serrate, David
  • Lacovig, Paolo
  • Lizzit, Silvano
  • Alemán, José
  • Ellis, Gary J.
  • López, María F.
  • Martín‐Gago, José A.

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