Evidence map›Paper›PMID 35764634›Full record

ArticleNature communications2022

Perfluorocycloparaphenylenes.

Hiroki Shudo, Motonobu Kuwayama, Masafumi Shimasaki, Taishi Nishihara, Youhei Takeda, Nobuhiko Mitoma, Takuya Kuwabara, Akiko Yagi, Yasutomo Segawa, Kenichiro Itami

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing papers in PubMed
4.2field-weighted citation impact, top 5% 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

15 citing papers in PubMed, 42 citations in OpenAlex.

  1. Article
  2. Bridging [8]cyclo-Chemical science · 2026
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  3. Cycloazulenylene.Angewandte Chemie (International ed. in English) · 2026
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  4. Cyclo-Journal of the American Chemical Society · 2026
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  5. Article
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  9. Article
  10. Thiophene-fused aromatic belts.Nature communications · 2025
    Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. 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

10 authors at 5 institutions in 1 country.

Hiroki ShudoGraduate School of Science, Nagoya University, Nagoya, 464-8602, Japan.
Motonobu KuwayamaJST, ERATO, Itami Molecular Nanocarbon Project, Nagoya University, Nagoya, 464-8602, Japan.ORCID http://orcid.org/0000-0001-5808-1462
Masafumi ShimasakiInstitute of Advanced Energy, Kyoto University, Kyoto, 611-0011, Japan.ORCID http://orcid.org/0000-0002-1212-3572
Taishi NishiharaInstitute of Advanced Energy, Kyoto University, Kyoto, 611-0011, Japan.ORCID http://orcid.org/0000-0001-6973-2005
Youhei TakedaDepartment of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka, 565-0871, Japan.ORCID http://orcid.org/0000-0001-9103-4238
Nobuhiko MitomaRIKEN Center for Emergent Matter Science, Wako, 351-0198, Japan.ORCID http://orcid.org/0000-0002-8773-3797
Takuya KuwabaraGraduate School of Science, Nagoya University, Nagoya, 464-8602, Japan.ORCID http://orcid.org/0000-0002-5259-0124
Akiko YagiGraduate School of Science, Nagoya University, Nagoya, 464-8602, Japan.
Yasutomo SegawaGraduate School of Science, Nagoya University, Nagoya, 464-8602, Japan. segawa@ims.ac.jp.ORCID http://orcid.org/0000-0001-6439-8546
Kenichiro ItamiGraduate School of Science, Nagoya University, Nagoya, 464-8602, Japan. itami@chem.nagoya-u.ac.jp.ORCID http://orcid.org/0000-0001-5227-7894
Nagoya University · JPKyoto University · JPRIKEN Center for Emergent Matter Science · JPThe Graduate University for Advanced Studies, SOKENDAI · JPThe University of Osaka · JP

Funding

MEXT | Japan Society for the Promotion of Science (JSPS) JP17H05149MEXT | Japan Society for the Promotion of Science (JSPS) JP1905463MEXT | Japan Society for the Promotion of Science (JSPS) JP19H02701MEXT | Japan Society for the Promotion of Science (JSPS) JP19K22183MEXT | JST | Exploratory Research for Advanced Technology (ERATO) JPMJER1302
6 · The paper itself

Abstract

Perfluorinated aromatic compounds, the so-called perfluoroarenes, are widely used in materials science owing to their high electron affinity and characteristic intermolecular interactions. However, methods to synthesize highly strained perfluoroarenes are limited, which greatly limits their structural diversity. Herein, we report the synthesis and isolation of perfluorocycloparaphenylenes (PFCPPs) as a class of ring-shaped perfluoroarenes. Using macrocyclic nickel complexes, we succeeded in synthesizing PF[n]CPPs (n = 10, 12, 14, 16) in one-pot without noble metals. The molecular structures of PF[n]CPPs (n = 10, 12, 14) were determined by X-ray crystallography to confirm their tubular alignment. Photophysical and electrochemical measurements revealed that PF[n]CPPs (n = 10, 12, 14) exhibited wide HOMO-LUMO gaps, high reduction potentials, and strong phosphorescence at low temperature. PFCPPs are not only useful as electron-accepting organic materials but can also be used for accelerating the creation of topologically unique molecular nanocarbon materials.

Identifiers

PMID35764634
PMCPMC9240036
OpenAlexW4283689470

What OpenQuestion holds

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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.