Evidence map›Paper›PMID 37959742›Full record

ArticleMolecules (Basel, Switzerland)2023

Acid/Base-Triggered Photophysical and Chiroptical Switching in a Series of Helicenoid Compounds.

Laure Guy, Maëlle Mosser, Delphine Pitrat, Jean-Christophe Mulatier, Mercedes Kukułka, Monika Srebro-Hooper, Erwann Jeanneau, Amina Bensalah-Ledoux, Bruno Baguenard, Stéphan Guy

Abstract read
In one paragraph

Article in Molecules (Basel, Switzerland), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Article
  2. Through-bondJournal of materials chemistry. C · 2026
    Article
  3. Review
  4. 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

10 authors.

Laure GuyLaboratoire de Chimie UMR 5182, Université Lyon, ENS de Lyon, CNRS, F-69342 Lyon, France.ORCID 0000-0002-8728-7213
Maëlle MosserLaboratoire de Chimie UMR 5182, Université Lyon, ENS de Lyon, CNRS, F-69342 Lyon, France.
Delphine PitratLaboratoire de Chimie UMR 5182, Université Lyon, ENS de Lyon, CNRS, F-69342 Lyon, France.ORCID 0000-0002-2555-171X
Jean-Christophe MulatierLaboratoire de Chimie UMR 5182, Université Lyon, ENS de Lyon, CNRS, F-69342 Lyon, France.ORCID 0000-0001-7949-2666
Mercedes KukułkaFaculty of Chemistry, Jagiellonian University, 30-387 Krakow, Poland.ORCID 0000-0002-0918-6097
Monika Srebro-HooperFaculty of Chemistry, Jagiellonian University, 30-387 Krakow, Poland.ORCID 0000-0003-4211-325X
Erwann JeanneauCentre de Diffractométrie Henri Longchambon, Université Claude Bernard Lyon 1, 5 Rue de la Doua, F-69100 Villeurbanne, France.ORCID 0000-0002-8861-4140
Amina Bensalah-LedouxInstitut Lumière Matière UMR 5306, Université Lyon, CNRS, F-69622 Villeurbanne, France.ORCID 0000-0003-3016-2994
Bruno BaguenardInstitut Lumière Matière UMR 5306, Université Lyon, CNRS, F-69622 Villeurbanne, France.ORCID 0000-0002-9408-1117
Stéphan GuyInstitut Lumière Matière UMR 5306, Université Lyon, CNRS, F-69622 Villeurbanne, France.ORCID 0000-0003-2145-0097

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A series of molecules that possess two quinolines, benzoquinolines, or phenanthrolines connected in a chiral fashion by a biaryl junction along with their water-soluble derivatives was developed and characterized. The influence of the structure on the basicity of the nitrogen atoms in two heterocycles was examined and the photophysical and chiroptical switching activity of the compounds upon protonation was studied both experimentally and computationally. The results demonstrated that changes in the electronic structure of the protonated vs. neutral species, promoting a bathochromic shift of dominant electronic transitions and alternation of their character from π-to-π* to charge-transfer-type, when additionally accompanied by the high structural flexibility of a system, leading to changes in conformational preferences upon proton binding, produce particularly pronounced modifications of the spectral properties in acidic medium. The latter combined with reversibility of the read-out make some of the molecules in this series very promising multifunctional pH probes.

Indexed as

acid/base equilibriumchiral switchchiroptical propertiesCPLdibenzo[c]acridine derivativesECD(TD)DFT

Identifiers

PMID37959742
PMCPMC10647711

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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.