Evidence map›Paper›PMID 38507717›Full record

ArticleJournal of the American Chemical Society2024

Facial Selectivity in Mechanical Bond Formation: Axially Chiral Enantiomers and Geometric Isomers from a Simple Prochiral Macrocycle.

Peter R Gallagher, Andrea Savoini, Abed Saady, John R J Maynard, Patrick W V Butler, Graham J Tizzard, Stephen M Goldup

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Article
  2. Organocatalytic Enantioselective Divergent Synthesis of Pillar[5]Arenes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026
    Article
  3. Tangled Tail of Mechanically Interlocked Peptides.Journal of the American Chemical Society · 2026
    Review
  4. Review
  5. The End of the Beginning of Mechanical Stereochemistry.Accounts of chemical research · 2024
    Article
  6. The Final Stereogenic Unit of [2]Rotaxanes: Type 2 Geometric Isomers.Journal of the American Chemical Society · 2024
    Article
  7. Mechanically Planar-to-Point Chirality Transmission in [2]Rotaxanes.Journal of the American Chemical Society · 2024
    Article
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

7 authors.

Peter R GallagherChemistry, University of Southampton, University Road, Southampton, SO17 1BJ, U.K.ORCID 0000-0002-5501-523X
Andrea SavoiniChemistry, University of Southampton, University Road, Southampton, SO17 1BJ, U.K.ORCID 0000-0002-8333-406X
Abed SaadyChemistry, University of Southampton, University Road, Southampton, SO17 1BJ, U.K.
John R J MaynardChemistry, University of Southampton, University Road, Southampton, SO17 1BJ, U.K.
Patrick W V ButlerChemistry, University of Southampton, University Road, Southampton, SO17 1BJ, U.K.
Graham J TizzardChemistry, University of Southampton, University Road, Southampton, SO17 1BJ, U.K.
Stephen M GoldupChemistry, University of Southampton, University Road, Southampton, SO17 1BJ, U.K.ORCID 0000-0003-3781-0464

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

In 1971, Schill recognized that a prochiral macrocycle encircling an oriented axle led to geometric isomerism in rotaxanes. More recently, we identified an overlooked chiral stereogenic unit in rotaxanes that arises when a prochiral macrocycle encircles a prochiral axle. Here, we show that both stereogenic units can be accessed using equivalent strategies, with a single weak stereodifferentiating interaction sufficient for moderate to excellent stereoselectivity. Using this understanding, we demonstrated the first direct enantioselective (70%

Identifiers

PMID38507717
PMCPMC10996000

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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.