Evidence map›Paper›PMID 33538169›Full record

ArticleThe Journal of organic chemistry2021

How Lewis Acids Catalyze Ring-Openings of Cyclohexene Oxide.

Thomas Hansen, Pascal Vermeeren, Ryoji Yoshisada, Dmitri V Filippov, Gijsbert A van der Marel, Jeroen D C Codée, Trevor A Hamlin

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 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. Article
  3. Article
  4. Understanding the SChemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Review
  5. Article
  6. Review
  7. Rational design of iron catalysts for C-X bond activation.Journal of computational chemistry · 2023
    Article
  8. How Bases Catalyze Diels-Alder Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  9. Rational Tuning of the Reactivity of Three-Membered Heterocycle Ring Openings via SChemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  10. C-X Bond Activation by Palladium: Steric Shielding versus Steric Attraction.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  11. How Ionization Catalyzes Diels-Alder Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  12. C(spChemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  13. How Solvation Influences the SThe Journal of organic chemistry · 2022
    Article
  14. Origin of asynchronicity in Diels-Alder reactions.Physical chemistry chemical physics : PCCP · 2021
    Article
  15. Origin of the α-Effect in SAngewandte Chemie (International ed. in English) · 2021
    Article
  16. Article
  17. Chemical reactivity from an activation strain perspective.Chemical communications (Cambridge, England) · 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

7 authors.

Thomas HansenDepartment of Theoretical Chemistry, Amsterdam Institute of Molecular and Life Sciences (AIMSS), Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.ORCID http://orcid.org/0000-0002-6291-1569
Pascal VermeerenDepartment of Theoretical Chemistry, Amsterdam Institute of Molecular and Life Sciences (AIMSS), Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.ORCID http://orcid.org/0000-0002-2100-6837
Ryoji YoshisadaLeiden Institute of Chemistry, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands.
Dmitri V FilippovLeiden Institute of Chemistry, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands.ORCID http://orcid.org/0000-0002-6978-7425
Gijsbert A van der MarelLeiden Institute of Chemistry, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands.
Jeroen D C CodéeLeiden Institute of Chemistry, Leiden University, Einsteinweg 55, 2333 CC Leiden, The Netherlands.ORCID http://orcid.org/0000-0003-3531-2138
Trevor A HamlinDepartment of Theoretical Chemistry, Amsterdam Institute of Molecular and Life Sciences (AIMSS), Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.ORCID http://orcid.org/0000-0002-5128-1004

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We have quantum chemically studied the Lewis acid-catalyzed epoxide ring-opening reaction of cyclohexene epoxide by MeZH (Z = O, S, and NH) using relativistic dispersion-corrected density functional theory. We found that the reaction barrier of the Lewis acid-catalyzed epoxide ring-opening reactions decreases upon ascending in group 1 along the series Cs

Identifiers

PMID33538169
PMCPMC7901664

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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.