Evidence map›Paper›PMID 30779472›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2019

Structural Distortion of Cycloalkynes Influences Cycloaddition Rates both by Strain and Interaction Energies.

Trevor A Hamlin, Brian J Levandowski, Ayush K Narsaria, Kendall N Houk, F Matthias Bickelhaupt

Open access · hybridAbstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 33 papers.

0numbers the graph read from it
0cells of the map it votes in
33citing papers in PubMed
4.5field-weighted citation impact, top 4% 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

33 citing papers in PubMed, 70 citations in OpenAlex.

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  3. Insights into Tetrazine-Benzene Cycloadditions.The journal of physical chemistry. A · 2026
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  11. Review
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  13. Substituent Effects in Bioorthogonal Diels-Alder Reactions of 1,2,4,5-Tetrazines.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  14. Article
  15. Article
  16. Synthesis, Characterization and Reactivity of a σ-Donating NiAngewandte Chemie (International ed. in English) · 2022
    Article
  17. Review
  18. Article
  19. Factors Controlling the Aluminum(I)-meta-Selective C-H Activation in Arenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021
    Article
  20. 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

5 authors at 3 institutions in 2 countries.

Trevor A HamlinDepartment of Theoretical Chemistry, 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
Brian J LevandowskiDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, USA.ORCID http://orcid.org/0000-0002-8139-9417
Ayush K NarsariaDepartment of Theoretical Chemistry, Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV, Amsterdam, The Netherlands.ORCID http://orcid.org/0000-0002-6459-3461
Kendall N HoukDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, USA.ORCID http://orcid.org/0000-0002-8387-5261
F Matthias BickelhauptDepartment of Theoretical Chemistry, Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV, Amsterdam, The Netherlands.ORCID http://orcid.org/0000-0003-4655-7747
Scientific Computing & Modelling (Netherlands) · NLUniversity of California, Los Angeles · USRadboud University Nijmegen · NL

Funding

Bioorthogonal CycloadditionsR01GM109078 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI HOUK, KENDALL N · 2015 to 2018
$1.1M
National Institute of General Medical Sciences GM-109078Nederlandse Organisatie voor Wetenschappelijk Onderzoek
6 · The paper itself

Abstract

The reactivities of 2-butyne, cycloheptyne, cyclooctyne, and cyclononyne in the 1,3-dipolar cycloaddition reaction with methyl azide were evaluated through DFT calculations at the M06-2X/6-311++G(d)//M06-2X/6-31+G(d) level of theory. Computed activation free energies for the cycloadditions of cycloalkynes are 16.5-22.0 kcal mol

Indexed as

alkynesazidescycloadditiondensity functional calculationsreaction mechanisms

Identifiers

PMID30779472
PMCPMC6519225
OpenAlexW2916175067

What OpenQuestion holds

Textmetadata
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.