Evidence map›Paper›PMID 37772118›Full record

ReviewChemical science2023

Naphthopyran molecular switches and their emergent mechanochemical reactivity.

Molly E McFadden, Ross W Barber, Anna C Overholts, Maxwell J Robb

Abstract readReview
In one paragraph

Review in Chemical science, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.

0numbers the graph read from it
0cells of the map it votes in
16citing 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

16 citing papers in PubMed.

  1. Article
  2. Article
  3. Mechanically Gated Generation of a 3ACS macro letters · 2026
    Article
  4. Article
  5. Article
  6. Hinge-Like Mechanochromic Mechanophores Based on [2.2]Paracyclophane.Angewandte Chemie (International ed. in English) · 2025
    Article
  7. Mechanochemistry: Fundamental Principles and Applications.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Review
  8. Article
  9. Article
  10. Article
  11. Photokinetics of Photothermal Reactions.Molecules (Basel, Switzerland) · 2025
    Article
  12. Photoswitches beyond azobenzene: a beginner's guide.Beilstein journal of organic chemistry · 2025
    Review
  13. Article
  14. Article
  15. On photokinetics under polychromatic light.Frontiers in chemistry · 2024
    Article
  16. 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

4 authors.

Molly E McFaddenDivision of Chemistry and Chemical Engineering, California Institute of Technology Pasadena California 91125 USA mrobb@caltech.edu.ORCID https://orcid.org/0000-0003-3174-6385
Ross W BarberDivision of Chemistry and Chemical Engineering, California Institute of Technology Pasadena California 91125 USA mrobb@caltech.edu.ORCID https://orcid.org/0000-0003-0434-847X
Anna C OverholtsDivision of Chemistry and Chemical Engineering, California Institute of Technology Pasadena California 91125 USA mrobb@caltech.edu.ORCID https://orcid.org/0000-0002-0593-6903
Maxwell J RobbDivision of Chemistry and Chemical Engineering, California Institute of Technology Pasadena California 91125 USA mrobb@caltech.edu.ORCID https://orcid.org/0000-0002-0528-9857

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Naphthopyran molecular switches undergo a ring-opening reaction upon external stimulation to generate intensely colored merocyanine dyes. Their unique modularity and synthetic accessibility afford exceptional control over their properties and stimuli-responsive behavior. Commercial applications of naphthopyrans as photoswitches in photochromic ophthalmic lenses have spurred an extensive body of work exploring naphthopyran-merocyanine structure-property relationships. The recently discovered mechanochromic behavior of naphthopyrans has led to their emergent application in the field of polymer mechanochemistry, enabling advances in the design of force-responsive materials as well as fundamental insights into mechanochemical reactivity. The structure-property relationships established in the photochemical literature serve as a convenient blueprint for the design of naphthopyran molecular force probes with precisely tuned properties. On the other hand, the mechanochemical reactivity of naphthopyran diverges in many cases from the conventional photochemical pathways, resulting in unexpected properties and opportunities for deeper understanding and innovation in polymer mechanochemistry. Here, we highlight the features of the naphthopyran scaffold that render it a powerful platform for the design of mechanochromic materials and review recent advances in naphthopyran mechanochemistry.

Identifiers

PMID37772118
PMCPMC10530568

What OpenQuestion holds

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LicenceCC BY-NC
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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.