Evidence map›Paper›PMID 38052948›Full record

ArticleNature chemistry2024

Air- and photo-stable luminescent carbodicarbene-azaboraacenium ions.

Chun-Lin Deng, Akachukwu D Obi, Bi Youan E Tra, Samir Kumar Sarkar, Diane A Dickie, Robert J Gilliard

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Article in Nature chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing papers in PubMed
–field-weighted citation impact
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

12 citing papers in PubMed.

  1. Emissive BN-Embedded Cumulenes: Synthesis and Bidirectional Photocurrent Modulation.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Conversion of Bestmann Ylide into Carbophosphinocarbene.Angewandte Chemie (International ed. in English) · 2025
    Article
  7. Article
  8. Article
  9. Phosphine→Borane-Functionalized Pyrenes and Anthracenes.Angewandte Chemie (International ed. in English) · 2025
    Article
  10. Article
  11. Article
  12. Organic Room Temperature Phosphorescence from BN-Substituted Xanthene Derivatives.Angewandte Chemie (International ed. in English) · 2025
    Article
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

6 authors.

Chun-Lin DengDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, USA.ORCID http://orcid.org/0000-0002-3192-9424
Akachukwu D ObiDepartment of Chemistry, University of Virginia, Charlottesville, VA, USA.
Bi Youan E TraDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, USA.
Samir Kumar SarkarDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, USA.ORCID http://orcid.org/0000-0003-3822-6083
Diane A DickieDepartment of Chemistry, University of Virginia, Charlottesville, VA, USA.ORCID http://orcid.org/0000-0003-0939-3309
Robert J GilliardDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, USA. gilliard@mit.edu.ORCID http://orcid.org/0000-0002-8830-1064

Funding

National Science Foundation (NSF) 2018870
6 · The paper itself

Abstract

Substitution of a C=C bond by an isoelectronic B-N bond is a well-established strategy to alter the electronic structure and stability of acenes. BN-substituted acenes that possess narrow energy gaps have attractive optoelectronic properties. However, they are susceptible to air and/or light. Here we present the design, synthesis and molecular structures of fully π-conjugated cationic BN-doped acenes stabilized by carbodicarbene ligands. They are luminescent in the solution and solid states and show high air and moisture stability. Compared with their neutral BN-substituted counterparts as well as the parent all-carbon acenes, these species display improved quantum yields and small optical gaps. The electronic structures of the azabora-anthracene and azabora-tetracene cations resemble higher-order acenes while possessing high photo-oxidative resistance. Investigations using density functional theory suggest that the stability and photo-physics of these conjugated systems may be ascribed to their cationic nature and the electronic properties of the carbodicarbene.

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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.