Evidence map›Paper›PMID 32963222›Full record

ArticleNature communications2020

Absolute configuration and host-guest binding of chiral porphyrin-cages by a combined chiroptical and theoretical approach.

Jiangkun Ouyang, Anne Swartjes, Marc Geerts, Pieter J Gilissen, Danni Wang, Paula C P Teeuwen, Paul Tinnemans, Nicolas Vanthuyne, Sara Chentouf, Floris P J T Rutjes and 4 more

Abstract read
In one paragraph

Article in Nature communications, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing 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

15 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Molecular Stiffening by Macrocycle Clustering.Angewandte Chemie (International ed. in English) · 2025
    Article
  5. C-H-activated CspNature communications · 2024
    Article
  6. Stereocontrolled Self-Assembly of a Helicate-Bridged CuJournal of the American Chemical Society · 2024
    Article
  7. Article
  8. Article
  9. Vibrational Circular Dichroism from DFT Molecular Dynamics: The AWV Method.Journal of chemical theory and computation · 2022
    Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Double Porphyrin Cage Compounds.European journal of organic chemistry · 2020
    Article
  15. 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

14 authors.

Jiangkun OuyangRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.
Anne SwartjesRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.
Marc GeertsRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.ORCID http://orcid.org/0000-0002-9064-2271
Pieter J GilissenRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.
Danni WangRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.ORCID http://orcid.org/0000-0002-1612-7116
Paula C P TeeuwenRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.ORCID http://orcid.org/0000-0002-2571-8161
Paul TinnemansRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.ORCID http://orcid.org/0000-0002-3930-7056
Nicolas VanthuyneAix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.ORCID http://orcid.org/0000-0003-2598-7940
Sara ChentoufFSCM - Spectropole, FR1739, Aix-Marseille University, CNRS, Centrale Marseille, 13397 Cedex 20, Marseille, France.
Floris P J T RutjesRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands.
Jean-Valère NaubronFSCM - Spectropole, FR1739, Aix-Marseille University, CNRS, Centrale Marseille, 13397 Cedex 20, Marseille, France. Jean-valere.naubron@univ-amu.fr.ORCID http://orcid.org/0000-0002-8523-4476
Jeanne CrassousUniv Rennes, CNRS, Institut des Sciences Chimiques de Rennes, ISCR-UMR 6226, F-35000, Rennes, France. Jeanne.crassous@univ-rennes1.fr.ORCID http://orcid.org/0000-0002-4037-6067
Johannes A A W ElemansRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands. J.Elemans@science.ru.nl.ORCID http://orcid.org/0000-0003-3825-7218
Roeland J M NolteRadboud University, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ, Nijmegen, The Netherlands. R.Nolte@science.ru.nl.ORCID http://orcid.org/0000-0002-5612-7815

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Porphyrin cage-compounds are used as biomimetic models and substrate-selective catalysts in supramolecular chemistry. In this work we present the resolution of planar-chiral porphyrin cages and the determination of their absolute configuration by vibrational circular dichroism in combination with density functional theory calculations. The chiral porphyrin-cages form complexes with achiral and chiral viologen-guests and upon binding one of the axial enantiomorphs of the guest is bound selectively, as is indicated by induced-electronic-dichroism-spectra in combination with calculations. This host-guest binding also leads to unusual enhanced vibrational circular dichroism, which is the result of a combination of phenomena, such as rigidification of the host and guest structures, charge transfer, and coupling of specific vibration modes of the host and guest. The results offer insights in how the porphyrin cage-compounds may be used to construct a future molecular Turing machine that can write chiral information onto polymer chains.

Identifiers

PMID32963222
PMCPMC7508876

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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.