Evidence map›Paper›PMID 34377391›Full record

ArticleChemical science2021

Cyclic monoterpenes trapped in a polyaromatic capsule: unusual selectivity, isomerization, and volatility suppression.

Ryuki Sumida, Yuya Tanaka, Keita Niki, Yoshihisa Sei, Shinji Toyota, Michito Yoshizawa

Open access · diamondAbstract read
In one paragraph

Article in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
2.3field-weighted citation impact, top 12% 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

11 citing papers in PubMed, 24 citations in OpenAlex.

  1. Article
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  5. Diastereoselective Self-Assembly of Low-Symmetry PdAngewandte Chemie (International ed. in English) · 2023
    Article
  6. Article
  7. Article
  8. Pseudo-heterolepticity in Low-Symmetry Metal-Organic Cages.Angewandte Chemie (International ed. in English) · 2022
    Article
  9. Article
  10. Article
  11. 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 at 1 institution in 1 country.

Ryuki SumidaLaboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology 4259 Nagatsuta, Midori-ku Yokohama 226-8503 Japan yoshizawa.m.ac@m.titech.ac.jp.
Yuya TanakaLaboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology 4259 Nagatsuta, Midori-ku Yokohama 226-8503 Japan yoshizawa.m.ac@m.titech.ac.jp.ORCID https://orcid.org/0000-0002-0674-660X
Keita NikiLaboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology 4259 Nagatsuta, Midori-ku Yokohama 226-8503 Japan yoshizawa.m.ac@m.titech.ac.jp.
Yoshihisa SeiLaboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology 4259 Nagatsuta, Midori-ku Yokohama 226-8503 Japan yoshizawa.m.ac@m.titech.ac.jp.ORCID https://orcid.org/0000-0002-8321-3620
Shinji ToyotaDepartment of Chemistry, School of Science, Tokyo Institute of Technology 2-12-1 Ookayama, Meguro-ku Tokyo 152-8551 Japan.ORCID https://orcid.org/0000-0002-1504-2030
Michito YoshizawaLaboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology 4259 Nagatsuta, Midori-ku Yokohama 226-8503 Japan yoshizawa.m.ac@m.titech.ac.jp.ORCID https://orcid.org/0000-0002-0543-3943
Tokyo Institute of Technology · JP

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Cyclic monoterpenes (CMTs) are intractable natural products with high volatility and strong odors so that there has been no molecular receptor capable of selectively and tightly trapping CMTs in both solution and the solid state. We herein report that a polyaromatic capsule acts as a functional nanoflask for CMTs with the following five features: (i) the capsule can selectively bind menthone from mixtures with other saturated CMTs in water. In contrast, (ii) treatment of the capsule with mixtures of menthone and π-conjugated CMTs gives rise to ternary host-guest complexes with high pair-selectivity. Notably, (iii) the encapsulated menthone displays unusual isomerization from a typical chair conformer to otherwise unstable conformers upon heating. (iv) The selective binding of volatilized CMTs is demonstrated by the capsule even in the solid state at atmospheric pressure. Furthermore, (v) the volatilities of CMTs are significantly suppressed at elevated temperatures by the capsule upon encapsulation in solution as well as in the solid state.

Identifiers

PMID34377391
PMCPMC8317663
OpenAlexW3161763820

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC
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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.