Evidence map›Paper›PMID 35254059›Full record

ArticleJournal of the American Chemical Society2022

Aza-Triangulene: On-Surface Synthesis and Electronic and Magnetic Properties.

Tao Wang, Alejandro Berdonces-Layunta, Niklas Friedrich, Manuel Vilas-Varela, Jan Patrick Calupitan, Jose Ignacio Pascual, Diego Peña, David Casanova, Martina Corso, Dimas G de Oteyza

Open access · hybridAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 34 papers.

0numbers the graph read from it
0cells of the map it votes in
34citing papers in PubMed
9.6field-weighted citation impact, top 1% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

34 citing papers in PubMed, 124 citations in OpenAlex.

  1. Quantum Spin-1/2 Rings Built From [2]Triangulene Molecular Units.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. Article
  3. Article
  4. Metal-Free Ferromagnetism in Triangulene Two-Dimensional Frameworks.Journal of the American Chemical Society · 2026
    Article
  5. DesignerNational science review · 2026
    Review
  6. Article
  7. Article
  8. Synthesis and Characterization of a π-Extended Clar's Goblet.Journal of the American Chemical Society · 2025
    Article
  9. Microscopic Origin of Charge Transfer at the Organic Semiconductor/MoOThe journal of physical chemistry. C, Nanomaterials and interfaces · 2025
    Article
  10. Article
  11. Review
  12. On-Surface Synthesis of a Ferromagnetic Molecular Spin Trimer.Journal of the American Chemical Society · 2025
    Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. Article
  19. Article
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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

10 authors at 4 institutions in 1 country.

Tao WangDonostia International Physics Center, 20018 San Sebastián, Spain.ORCID 0000-0002-6545-5028
Alejandro Berdonces-LayuntaDonostia International Physics Center, 20018 San Sebastián, Spain.
Niklas FriedrichCIC NanoGUNE BRTA, 20018 San Sebastián, Spain.ORCID 0000-0001-5353-5680
Manuel Vilas-VarelaCentro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain.ORCID 0000-0002-6768-5441
Jan Patrick CalupitanCentro de Fisica de Materiales CFM/MPC, CSIC-UPV/EHU, 20018 San Sebastián, Spain.ORCID 0000-0003-3044-2603
Jose Ignacio PascualCIC NanoGUNE BRTA, 20018 San Sebastián, Spain.ORCID 0000-0002-7152-4747
Diego PeñaCentro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain.ORCID 0000-0003-3814-589X
David CasanovaDonostia International Physics Center, 20018 San Sebastián, Spain.ORCID 0000-0002-8893-7089
Martina CorsoDonostia International Physics Center, 20018 San Sebastián, Spain.ORCID 0000-0002-8592-1284
Dimas G de OteyzaDonostia International Physics Center, 20018 San Sebastián, Spain.ORCID 0000-0001-8060-6819
Material Physics Center · ESIkerbasque · ESUniversidade de Santiago de Compostela · ESCIC nanoGUNE · ES

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Nitrogen heteroatom doping into a triangulene molecule allows tuning its magnetic state. However, the synthesis of the nitrogen-doped triangulene (aza-triangulene) has been challenging. Herein, we report the successful synthesis of aza-triangulene on the Au(111) and Ag(111) surfaces, along with their characterizations by scanning tunneling microscopy and spectroscopy in combination with density functional theory (DFT) calculations. Aza-triangulenes were obtained by reducing ketone-substituted precursors. Exposure to atomic hydrogen followed by thermal annealing and, when necessary, manipulations with the scanning probe afforded the target product. We demonstrate that on Au(111), aza-triangulene donates an electron to the substrate and exhibits an open-shell triplet ground state. This is derived from the different Kondo resonances of the final aza-triangulene product and a series of intermediates on Au(111). Experimentally mapped molecular orbitals match with DFT-calculated counterparts for a positively charged aza-triangulene. In contrast, aza-triangulene on Ag(111) receives an extra electron from the substrate and displays a closed-shell character. Our study reveals the electronic properties of aza-triangulene on different metal surfaces and offers an approach for the fabrication of new hydrocarbon structures, including reactive open-shell molecules.

Indexed as

ElectronicsGoldElectronsNitrogenSurface PropertiesGoldNitrogen

Identifiers

PMID35254059
PMCPMC8931755
OpenAlexW4221025125

What OpenQuestion holds

Textmetadata
LicenceCC BY
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.