Evidence map›Paper›PMID 34168148›Full record

ArticleNature communications2021

Diversity-oriented synthesis of nanographenes enabled by dearomative annulative π-extension.

Wataru Matsuoka, Hideto Ito, David Sarlah, Kenichiro Itami

Abstract read
In one paragraph

Article in Nature communications, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing 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

17 citing papers in PubMed.

  1. Article
  2. Review
  3. Article
  4. Article
  5. Chemical science · 2026
    Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. π-Extended Rubrenes via Dearomative Annulative π-Extension Reaction.Journal of the American Chemical Society · 2023
    Article
  15. Acenaphthenoannulation Induced by the Dual Lewis Acidity of Alumina.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  16. Article
  17. Diels-Alder Cycloaddition with CO, COMaterials (Basel, Switzerland) · 2021
    Review
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

4 authors.

Wataru MatsuokaGraduate School of Science, Nagoya University, Nagoya, Japan.
Hideto ItoGraduate School of Science, Nagoya University, Nagoya, Japan. ito.hideto@g.mbox.nagoya-u.ac.jp.ORCID 0000-0002-4034-6247
David SarlahDepartment of Chemistry, University of Illinois, Urbana, IL, United States. sarlah@illinois.edu.ORCID 0000-0002-8736-8953
Kenichiro ItamiGraduate School of Science, Nagoya University, Nagoya, Japan. itami@chem.nagoya-u.ac.jp.ORCID 0000-0001-5227-7894

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Nanographenes and polycyclic aromatic hydrocarbons (PAHs) are among the most important classes of compounds, with potential applications in nearly all areas of science and technology. While the theoretically possible number of nanographene structures is extraordinary, most of these molecules remain synthetically out of reach due to a lack of programmable and diversity-oriented synthetic methods, and their potentially huge structure-property diversity has not been fully exploited. Herein we report a diversity-oriented, growth-from-template synthesis of nanographenes enabled by iterative annulative π-extension (APEX) reactions from small PAH starting materials. The developed dearomative annulative π-extension (DAPEX) reaction enables π-elongation at the less-reactive M-regions of PAHs, and is successfully combined with complementary APEX reactions that occur at K- and bay-regions to access a variety of previously untapped nanographenes.

Identifiers

PMID34168148
PMCPMC8225822

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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.