Evidence map›Paper›PMID 34163839›Full record

ArticleChemical science2021

Effect of charge-transfer enhancement on the efficiency and rotary mechanism of an oxindole-based molecular motor.

Daisy R S Pooler, Robin Pierron, Stefano Crespi, Romain Costil, Lukas Pfeifer, Jérémie Léonard, Massimo Olivucci, Ben L Feringa

Abstract read
In one paragraph

Article in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing 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

17 citing papers in PubMed.

  1. Review
  2. Acid- and Nucleophile-Gated Photoisomerization of Phosphaindirubin.Angewandte Chemie (International ed. in English) · 2026
    Article
  3. Solvent-Dependent Ultrafast Photochemical Dynamics ofThe journal of physical chemistry. A · 2025
    Article
  4. Article
  5. Article
  6. Probing the Hidden Photoisomerization of a Symmetric Phosphaalkene Switch.Angewandte Chemie (International ed. in English) · 2025
    Article
  7. Excited State Dynamics in Unidirectional Photochemical Molecular Motors.Journal of the American Chemical Society · 2024
    Review
  8. Article
  9. Article
  10. Review
  11. Article
  12. A molecular motor from lignocellulose.Green chemistry : an international journal and green chemistry resource : GC · 2022
    Article
  13. Article
  14. Controlling rotary motion of molecular motors based on oxindole.Organic chemistry frontiers : an international journal of organic chemistry · 2022
    Article
  15. Article
  16. Review
  17. Review
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

8 authors.

Daisy R S PoolerStratingh Institute for Chemistry, Zernike Institute for Advanced Materials, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0002-5895-614X
Robin PierronInstitut de Physique et Chimie des Matériaux de Strasbourg, Université de Strasbourg, CNRS, UMR 7504 F-67034 Strasbourg France jeremie.leonard@ipcms.unistra.fr.ORCID https://orcid.org/0000-0003-3379-9966
Stefano CrespiStratingh Institute for Chemistry, Zernike Institute for Advanced Materials, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0002-0279-4903
Romain CostilStratingh Institute for Chemistry, Zernike Institute for Advanced Materials, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0002-2823-4533
Lukas PfeiferStratingh Institute for Chemistry, Zernike Institute for Advanced Materials, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0002-8461-3909
Jérémie LéonardInstitut de Physique et Chimie des Matériaux de Strasbourg, Université de Strasbourg, CNRS, UMR 7504 F-67034 Strasbourg France jeremie.leonard@ipcms.unistra.fr.ORCID https://orcid.org/0000-0003-1809-3543
Massimo OlivucciDipartimento di Biotecnologie, Chimica e Farmacia, Università di Siena 53100 Siena Italy massimo.olivucci@unisi.it.ORCID https://orcid.org/0000-0002-8247-209X
Ben L FeringaStratingh Institute for Chemistry, Zernike Institute for Advanced Materials, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0003-0588-8435

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Harvesting energy and converting it into mechanical motion forms the basis for both natural and artificial molecular motors. Overcrowded alkene-based light-driven rotary motors are powered through sequential photochemical and thermal steps. The thermal helix inversion steps are well characterised and can be manipulated through adjustment of the chemical structure, however, the insights into the photochemical isomerisation steps still remain elusive. Here we report a novel oxindole-based molecular motor featuring pronounced electronic push-pull character and a four-fold increase of the photoisomerization quantum yield in comparison to previous motors of its class. A multidisciplinary approach including synthesis, steady-state and transient absorption spectroscopies, and electronic structure modelling was implemented to elucidate the excited state dynamics and rotary mechanism. We conclude that the charge-transfer character of the excited state diminishes the degree of pyramidalisation at the alkene bond during isomerisation, such that the rotational properties of this oxindole-based motor stand in between the precessional motion of fluorene-based molecular motors and the axial motion of biomimetic photoswitches.

Identifiers

PMID34163839
PMCPMC8171491

What OpenQuestion holds

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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.