Evidence map›Paper›PMID 34985790›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Hydrogen Bonding Networks Enable Brønsted Acid-Catalyzed Carbonyl-Olefin Metathesis.

Tuong Anh To, Chao Pei, Rene M Koenigs, Thanh Vinh Nguyen

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing 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

12 citing papers in PubMed.

  1. Catalytic Asymmetric Cationic Geranyl Cyclizations.Journal of the American Chemical Society · 2026
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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

4 authors.

Tuong Anh ToSchool of Chemistry, University of New South Wales, Sydney Anzac Parade, Kensington, NSW, 2052, Australia.ORCID http://orcid.org/0000-0003-4278-8994
Chao PeiInstitute of Organic Chemistry, RWTH Aachen, Landoltweg 1, 52074, Aachen, Germany.ORCID http://orcid.org/0000-0001-8018-2737
Rene M KoenigsInstitute of Organic Chemistry, RWTH Aachen, Landoltweg 1, 52074, Aachen, Germany.ORCID http://orcid.org/0000-0003-0247-4384
Thanh Vinh NguyenSchool of Chemistry, University of New South Wales, Sydney Anzac Parade, Kensington, NSW, 2052, Australia.ORCID http://orcid.org/0000-0002-0757-9970

Funding

Australian Research Council DP200100063Australian Research Council FT180100260
6 · The paper itself

Abstract

Synthetic chemists have learned to mimic nature in using hydrogen bonds and other weak interactions to dictate the spatial arrangement of reaction substrates and to stabilize transition states to enable highly efficient and selective reactions. The activation of a catalyst molecule itself by hydrogen-bonding networks, in order to enhance its catalytic activity to achieve a desired reaction outcome, is less explored in organic synthesis, despite being a commonly found phenomenon in nature. Herein, we show our investigation into this underexplored area by studying the promotion of carbonyl-olefin metathesis reactions by hydrogen-bonding-assisted Brønsted acid catalysis, using hexafluoroisopropanol (HFIP) solvent in combination with para-toluenesulfonic acid (pTSA). Our experimental and computational mechanistic studies reveal not only an interesting role of HFIP solvent in assisting pTSA Brønsted acid catalyst, but also insightful knowledge about the current limitations of the carbonyl-olefin metathesis reaction.

Indexed as

Brønsted Acid CatalysisCarbonyl-Olefin MetathesisHFIPHydrogen-BondingPerfluorinated Solvent

Identifiers

PMID34985790
PMCPMC9303705

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Registered trials

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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.