Evidence map›Paper›PMID 42077844›Full record

ArticleACS omega2026

Kinetics and Mechanism of the Enantioselective Passerini Multicomponent Reaction Catalyzed by Chiral Ionic Liquids.

Juliana Santos, Pedro P De Castro, Saulo T A Passos, Virginia Camila Rufino Ferreira, Fabrício Machado, Daniel M Araújo, Hélio F Dos Santos, Brenno A D Neto, Giovanni W Amarante

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In one paragraph

Article in ACS omega, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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

9 authors.

Juliana SantosChemistry Department, Federal University of Juiz de Fora, Campus Martelos, Juiz de Fora, Minas Gerais 36036-900, Brazil.
Pedro P De CastroPharmacy Department, Federal University of Juiz de Fora, Campus Governador Valadares, Governador Valadares, Minas Gerais 35010-180, Brazil.ORCID https://orcid.org/0000-0002-3018-3130
Saulo T A PassosLaboratory of Medicinal and Technological Chemistry, University of Brasília, Chemistry Institute (IQ-UnB), Campus Universitário Darcy Ribeiro, Brasília, Distrito Federal 70910-900, Brazil.ORCID https://orcid.org/0000-0002-5512-1649
Virginia Camila Rufino FerreiraChemistry Department, Federal University of Juiz de Fora, Campus Martelos, Juiz de Fora, Minas Gerais 36036-900, Brazil.ORCID https://orcid.org/0000-0002-5795-6869
Fabrício MachadoLaboratory of Medicinal and Technological Chemistry, University of Brasília, Chemistry Institute (IQ-UnB), Campus Universitário Darcy Ribeiro, Brasília, Distrito Federal 70910-900, Brazil.ORCID https://orcid.org/0000-0002-3041-1906
Daniel M AraújoChemistry Department, Federal University of Juiz de Fora, Campus Martelos, Juiz de Fora, Minas Gerais 36036-900, Brazil.
Hélio F Dos SantosChemistry Department, Federal University of Juiz de Fora, Campus Martelos, Juiz de Fora, Minas Gerais 36036-900, Brazil.ORCID https://orcid.org/0000-0003-0196-2642
Brenno A D NetoLaboratory of Medicinal and Technological Chemistry, University of Brasília, Chemistry Institute (IQ-UnB), Campus Universitário Darcy Ribeiro, Brasília, Distrito Federal 70910-900, Brazil.ORCID https://orcid.org/0000-0003-3783-9283
Giovanni W AmaranteChemistry Department, Federal University of Juiz de Fora, Campus Martelos, Juiz de Fora, Minas Gerais 36036-900, Brazil.ORCID https://orcid.org/0000-0003-1004-5395

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Herein, we present the development of an enantioselective methodology for the classic Passerini three-component reaction, utilizing the asymmetric counteranion-directed catalysis (ACDC) effect combined with an ionic liquid catalyst to harness the ionic liquid effect. By combining both the ACDC and ionic liquid effects, the desired Passerini products were obtained in yields of up to 93% and with enantiomeric ratios of 94:6. To the best of our knowledge, this marks the first report of an asymmetric protocol for the classic Passerini reaction utilizing ACDC effects. DLS experiments provided insights into the catalyst's effect through the formation of ionic aggregates and highlighted the importance of the solvent in achieving higher yields. NMR investigations revealed that the reaction mechanism proceeds through the formation of nitrilium and imidate species as key intermediates, followed by a Mumm rearrangement. Theoretical calculations confirmed S-isomer selectivity, with van der Waals forces stabilizing the transition state and the ionic liquid crucial to chiral catalysis. The first kinetics experiments conducted for this multicomponent reaction (MCR) provided additional support for these findings.

Identifiers

PMID42077844
PMCPMC13129842

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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.