Evidence map›Paper›PMID 27357686›Full record

ArticleProceedings of the National Academy of Sciences of the United States of America2016

Stereoisomerism, crystal structures, and dynamics of belt-shaped cyclonaphthylenes.

Zhe Sun, Takuya Suenaga, Parantap Sarkar, Sota Sato, Motoko Kotani, Hiroyuki Isobe

Abstract read
In one paragraph

Article in Proceedings of the National Academy of Sciences of the United States of America, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.

0numbers the graph read from it
0cells of the map it votes in
14citing 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

14 citing papers in PubMed.

  1. Highly Selective Construction of DSmall (Weinheim an der Bergstrasse, Germany) · 2026
    Article
  2. Toward Larger Cyclo-9,10-Anthryleneparaphenylenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Article
  3. Cyclo-Journal of the American Chemical Society · 2026
    Article
  4. Article
  5. Article
  6. Article
  7. A minimal cage of a diamond twin with chirality.Proceedings of the National Academy of Sciences of the United States of America · 2022
    Article
  8. Phenine design for nanocarbon molecules.Proceedings of the Japan Academy. Series B, Physical and biological sciences · 2022
    Article
  9. Review
  10. Conjugated Nanohoops Incorporating Donor, Acceptor, Hetero- or Polycyclic Aromatics.Angewandte Chemie (International ed. in English) · 2021
    Review
  11. Tubularenes.Chemical science · 2020
    Article
  12. Review
  13. Article
  14. 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.

Zhe SunIsobe Degenerate π-Integration Project, Exploratory Research for Advanced Technology (ERATO), Japan Science and Technology Agency, Aoba-ku, Sendai 980-8577, Japan; Advanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai 980-8577, Japan;
Takuya SuenagaAdvanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai 980-8577, Japan;
Parantap SarkarAdvanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai 980-8577, Japan;
Sota SatoIsobe Degenerate π-Integration Project, Exploratory Research for Advanced Technology (ERATO), Japan Science and Technology Agency, Aoba-ku, Sendai 980-8577, Japan; Advanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai 980-8577, Japan;
Motoko KotaniAdvanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai 980-8577, Japan; Mathematical Institute, Tohoku University, Aoba-ku, Sendai 980-8578, Japan;
Hiroyuki IsobeIsobe Degenerate π-Integration Project, Exploratory Research for Advanced Technology (ERATO), Japan Science and Technology Agency, Aoba-ku, Sendai 980-8577, Japan; Advanced Institute for Materials Research, Tohoku University, Aoba-ku, Sendai 980-8577, Japan; Department of Chemistry, University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan isobe@m.tohoku.ac.jp.ORCID 0000-0001-8907-0694

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The chemistry of a belt-shaped cyclic array of aromatic panels, a so-called "nanohoop," has increasingly attracted much interest, partly because it serves as a segmental model of single-wall carbon nanotubes with curved sp(2)-carbon networks. Although the unique molecular structure of nanohoops is expected to deepen our understanding in curved π-systems, its structural chemistry is still in its infancy despite structural variants rapidly accumulated over the past several years. For instance, structural characteristics that endow the belt shapes with rigidity, an important structural feature relevant to carbon nanotubes, have not been clarified to date. We herein report the synthesis and structures of a series of belt-shaped cyclonaphthylenes. Random synthesis methods using three precursor units with different numbers of naphthylene panels allowed us to prepare 6 congeners consisting of 6 to 11 naphthylene panels, and relationships between the rigidity and the panel numbers, i.e., molecular structures, were investigated. Fundamental yet complicated stereoisomerism in the belt-shaped structures was disclosed by mathematical methods, and dynamics in the panel rotation was revealed by dynamic NMR studies with the aid of theoretical calculations.

Indexed as

carbon nanotubescrystal structuresdynamic structuresmacrocyclesstereoisomerism

Identifiers

PMID27357686
PMCPMC4961134

What OpenQuestion holds

Textmetadata
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.