Evidence map›Paper›PMID 42476591›Full record

ArticleChirality2026

A Comparative Study of the Influence of Water and Temperature on the Racemization of Five- and Six-Membered l-Alanine-Derived Imides.

Diksha U Sawant, William Chant, Peter Halat, Ekaterina I Izgorodina, David R Turner

Abstract read
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In one paragraph

Article in Chirality, 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

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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

5 authors.

Diksha U SawantSchool of Chemistry, Monash University, Clayton, Victoria, Australia.
William ChantSchool of Chemistry, Monash University, Clayton, Victoria, Australia.
Peter HalatSchool of Chemistry, Monash University, Clayton, Victoria, Australia.
Ekaterina I IzgorodinaSchool of Chemistry, Monash University, Clayton, Victoria, Australia.
David R TurnerSchool of Chemistry, Monash University, Clayton, Victoria, Australia.ORCID https://orcid.org/0000-0003-1603-7994

Funding

Australian Research Council DP210100374
6 · The paper itself

Abstract

Racemization of l-alanine-derived imides is enhanced with high-water content and elevated temperature in dimethylformamide (DMF). Water hydrolyses DMF to give dimethylamine (DMA) and formic acid (FA), resulting in an increase in the basicity of the reaction medium, which in turn facilitates abstraction of the α-proton from the stereogenic center and thereby initiates racemization. A comparative analysis of five- and six-membered l-alanine-derived imides reveals that the six-membered system racemizes more slowly than the five-membered analogue and exhibits only trace side reactions. In contrast, the five-membered ring undergoes a series of side reactions alongside rapid racemization. The enhanced stability of the six-membered species is attributed to a lower degree of ring strain, which imposes a higher barrier to racemization.

Indexed as

hydrolysisimideracemization

Identifiers

PMID42476591
PMCPMC13384762

What OpenQuestion holds

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LicenceCC BY-NC-ND
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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.