Evidence map›Paper›PMID 40661749›Full record

ArticleBeilstein journal of organic chemistry2025

Tautomerism and switching in 7-hydroxy-8-(azophenyl)quinoline and similar compounds.

Lidia Zaharieva, Vera Deneva, Fadhil S Kamounah, Nikolay Vassilev, Ivan Angelov, Michael Pittelkow, Liudmil Antonov

Abstract read
In one paragraph

Article in Beilstein journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Article
  3. Harnessing light energy with molecules.Beilstein journal of organic chemistry · 2026
    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

7 authors.

Lidia ZaharievaInstitute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, Bulgaria.ORCID https://orcid.org/0000-0003-1898-4477
Vera DenevaInstitute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, Bulgaria.ORCID https://orcid.org/0000-0002-1285-9037
Fadhil S KamounahDepartment of Chemistry, University of Copenhagen, DK-2100 Copenhagen Ø, Denmark.ORCID https://orcid.org/0000-0002-9903-9540
Nikolay VassilevInstitute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria.ORCID https://orcid.org/0000-0002-8781-2866
Ivan AngelovInstitute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, Bulgaria.ORCID https://orcid.org/0000-0003-4041-266X
Michael PittelkowDepartment of Chemistry, University of Copenhagen, DK-2100 Copenhagen Ø, Denmark.ORCID https://orcid.org/0000-0002-3371-9500
Liudmil AntonovInstitute of Electronics, Bulgarian Academy of Sciences, 1784 Sofia, Bulgaria.ORCID https://orcid.org/0000-0003-0520-1517

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Tautomerism in two new azo dyes, based on 7-hydroxyquinoline, has been considered from the viewpoint of the proton crane concept. Although 8-(phenyldiazenyl)quinolin-7-ol exists in solution as a mixture of azo and two hydrazone tautomers, as shown by the experimental and theoretical results, upon irradiation switching, based on long-range proton transfer, occurs in a limited extent. 8-(4-Hydroxy-1,2,3,5-tetrafluorophenyldiazenyl)quinolin-7-ol exists as a single enol (azo) tautomer and the reduced basicity of the azo group nitrogen atoms does not allow shift of the tautomeric state neither upon changing the solvent, nor upon irradiation. Possibilities for molecular design, allowing to improve the capacity of 7-hydroxy-8-(azophenyl)quinolines, are considered in terms of stabilization of the azo tautomer and making possible long range proton transfer to the quinolyl nitrogen atom.

Indexed as

azo dyesDFTE/Z isomerizationNMRphotochemistryproton transfertautomerismUV–vis

Identifiers

PMID40661749
PMCPMC12256787

What OpenQuestion holds

Textmetadata
LicenceCC BY
Read underepoch 390

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.