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.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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On‐Surface Driven Formal Michael Addition Produces m ‐Polyaniline Oligomers on Pt (111) ; volume:132 ; number:51 ; year:2020 ; pages:23420-23427 ; extent:8
Angewandte Chemie ; 132, Heft 51 (2020), 23420-23427 (gesamt 8)
- Creator
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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
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10.1002/ange.202009863
- URN
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urn:nbn:de:101:1-2022052811532894761910
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:29 AM CEST
Data provider
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- 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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On‐Surface Driven Formal Michael Addition Produces m ‐Polyaniline Oligomers on Pt (111)
On‐Surface Synthesis of Helicene Oligomers
On-surface synthesis
On-surface synthesis of enetriynes
An on‐surface Diels–Alder reaction
An on‐surface Diels–Alder reaction
On-surface synthesis of super-heptazethrene
On-surface chemical reactions on an insulating substrate
On-surface chemical reactions on an insulating substrate
On-Surface Photopolymerization of Two-Dimensional Polymers and Determination of Adsorption Heights in On-Surface Synthesis
Acenes - On-surface generation of molecular wires
On-surface fabrication of functional molecular nanomaterials
On‐Surface Driven Formal Michael Addition Produces m ‐Polyaniline Oligomers on Pt (111)
On‐Surface Synthesis of Helicene Oligomers
On-surface synthesis
On-surface synthesis of enetriynes
An on‐surface Diels–Alder reaction
An on‐surface Diels–Alder reaction
On-surface synthesis of super-heptazethrene
On-surface chemical reactions on an insulating substrate
On-surface chemical reactions on an insulating substrate
On-Surface Photopolymerization of Two-Dimensional Polymers and Determination of Adsorption Heights in On-Surface Synthesis
Acenes - On-surface generation of molecular wires