Evidence map›Paper›PMID 37449069›Full record

ArticleChemical science2023

Establishing PQ-ERA photoclick reactions with unprecedented efficiency by engineering of the nature of the phenanthraquinone triplet state.

Youxin Fu, Georgios Alachouzos, Nadja A Simeth, Mariangela Di Donato, Michiel F Hilbers, Wybren Jan Buma, Wiktor Szymanski, Ben L Feringa

Abstract read
In one paragraph

Article in Chemical science, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Article
  3. Mechanism Inversion in Visible Light-Induced Photoclick Reactions.Journal of the American Chemical Society · 2025
    Article
  4. Article
  5. Review
  6. 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

8 authors.

Youxin FuCentre for Systems Chemistry, Stratingh Institute for Chemistry, Faculty for Science and Engineering, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0001-6942-6534
Georgios AlachouzosCentre for Systems Chemistry, Stratingh Institute for Chemistry, Faculty for Science and Engineering, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0002-3058-2246
Nadja A SimethCentre for Systems Chemistry, Stratingh Institute for Chemistry, Faculty for Science and Engineering, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0001-8130-883X
Mariangela Di DonatoLENS (European Laboratory for Non-Linear Spectroscopy) Via N. Carrara 1 50019 Sesto Fiorentino (FI) Italy.ORCID https://orcid.org/0000-0002-6596-7031
Michiel F HilbersVan 't Hoff Institute for Molecular Sciences, University of Amsterdam Science Park 904 1098 XH Amsterdam The Netherlands W.J.Buma@uva.nl.ORCID https://orcid.org/0000-0001-9302-552X
Wybren Jan BumaVan 't Hoff Institute for Molecular Sciences, University of Amsterdam Science Park 904 1098 XH Amsterdam The Netherlands W.J.Buma@uva.nl.ORCID https://orcid.org/0000-0002-1265-8016
Wiktor SzymanskiCentre for Systems Chemistry, Stratingh Institute for Chemistry, Faculty for Science and Engineering, University of Groningen Nijenborgh 4 9747 AG Groningen The Netherlands b.l.feringa@rug.nl.ORCID https://orcid.org/0000-0002-9754-9248
Ben L FeringaCentre for Systems Chemistry, Stratingh Institute for Chemistry, Faculty for Science and Engineering, 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

The light-induced photocycloaddition of 9,10-phenanthrenequinone (PQ) with electron-rich alkenes (ERA), known as the PQ-ERA reaction, is a highly attractive photoclick reaction characterized by high selectivity, external non-invasive control with light and biocompatibility. The conventionally used PQ compounds show limited reactivity, which hinders the overall efficiency of the PQ-ERA reaction. To address this issue, we present in this study a simple strategy to boost the reactivity of the PQ triplet state to further enhance the efficiency of the PQ-ERA reaction, enabled by thiophene substitution at the 3-position of the PQ scaffold. Our investigations show that this substitution pattern significantly increases the population of the reactive triplet state (

Identifiers

PMID37449069
PMCPMC10337724

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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.