Evidence map›Paper›PMID 40178043›Full record

ArticleThe Journal of organic chemistry2025

Strong Hydrogen Bond Donating Solvents Accelerate the Passerini Three-Component Reaction.

Claudio Ferdeghini, Minghui Wu, Prabhat Ranjan, Martien A Würdemann, Jan Pyschik, Alexander Mitsos, Eelco Ruijter, Romano V A Orru, Thomas Hansen, Jordy M Saya

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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0cells of the map it votes in
0citing papers in PubMed
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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

10 authors.

Claudio FerdeghiniBiobased Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials (AMIBM), Maastricht University, Urmonderbaan 22, Geleen 6167RD, The Netherlands.
Minghui WuBiobased Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials (AMIBM), Maastricht University, Urmonderbaan 22, Geleen 6167RD, The Netherlands.ORCID 0000-0002-2236-8901
Prabhat RanjanBiobased Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials (AMIBM), Maastricht University, Urmonderbaan 22, Geleen 6167RD, The Netherlands.ORCID 0000-0003-1977-5351
Martien A WürdemannBiobased Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials (AMIBM), Maastricht University, Urmonderbaan 22, Geleen 6167RD, The Netherlands.ORCID 0000-0001-8171-642X
Jan PyschikProcess Systems Engineering, RWTH Aachen University, Schinkelstrasse 8, Aachen 52062, Germany.
Alexander MitsosProcess Systems Engineering, RWTH Aachen University, Schinkelstrasse 8, Aachen 52062, Germany.ORCID 0000-0003-0335-6566
Eelco RuijterDepartment of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecular & Life Science (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, Amsterdam 1081 HZ, The Netherlands.ORCID 0000-0002-1105-3947
Romano V A OrruBiobased Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials (AMIBM), Maastricht University, Urmonderbaan 22, Geleen 6167RD, The Netherlands.ORCID 0000-0003-1142-6798
Thomas HansenDepartment of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecular & Life Science (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, Amsterdam 1081 HZ, The Netherlands.ORCID 0000-0002-6291-1569
Jordy M SayaBiobased Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials (AMIBM), Maastricht University, Urmonderbaan 22, Geleen 6167RD, The Netherlands.ORCID 0000-0002-4120-8807

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We report enhanced reaction rates of the Passerini reaction (P-3CR) using 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a cosolvent. Although alcoholic solvents typically increase the energy barrier of the rate-determining step for the P-3CR, we observed significant rate enhancements even when employing strong hydrogen bond donating (HBD) alcohols as cosolvents. This rate enhancement was observed for most aprotic organic solvents, with the exception of strong hydrogen bond accepting (HBA) solvents such as DMF. Experimental kinetic studies and DFT calculations provided a mechanistic rationale for our observations. An investigation of the substrate scope showed that this rate enhancement generally resulted in a (slight) increase of the overall yield in the P-3CR.

Identifiers

PMID40178043
PMCPMC11998065

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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.