Evidence map›Paper›PMID 39545351›Full record

ArticleAngewandte Chemie (International ed. in English)2025

Heptannulated Perylene Diimides: Formation and Reactivity of Electron-Deficient Tropylium Cations and Heptafulvenes.

Agata Wiencierz, Tadeusz Lis, Piotr J Chmielewski, Joanna Cybińska, Marcin Stępień

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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

5 authors.

Agata WiencierzWydział Chemii, Uniwersytet Wrocławski, ul. F. Joliot-Curie 14, 50-383, Wrocław, Poland.
Tadeusz LisWydział Chemii, Uniwersytet Wrocławski, ul. F. Joliot-Curie 14, 50-383, Wrocław, Poland.
Piotr J ChmielewskiWydział Chemii, Uniwersytet Wrocławski, ul. F. Joliot-Curie 14, 50-383, Wrocław, Poland.
Joanna CybińskaWydział Chemii, Uniwersytet Wrocławski, ul. F. Joliot-Curie 14, 50-383, Wrocław, Poland.
Marcin StępieńWydział Chemii, Uniwersytet Wrocławski, ul. F. Joliot-Curie 14, 50-383, Wrocław, Poland.ORCID https://orcid.org/0000-0002-4670-8093

Funding

Narodowe Centrum Nauki UMO-2019/35/B/ST4/00401Narodowe Centrum Nauki UMO-2022/47/B/ST4/00798
6 · The paper itself

Abstract

The development of new π-conjugated motifs opens pathways to previously unexplored classes of organic semiconductors and functional dyes. In this study, five- and seven-membered carbocycles were fused at the ortho and bay regions of electron-deficient perylenes, starting from a common dialdehyde precursor. Structural analysis of the resulting perylene tetraesters, dianhydrides, and diimides (PDIs) revealed three distinct ring-fusion patterns and defined stereochemistry. The fused PDI cycloheptatrienes demonstrated susceptibility to acid-catalyzed transarylation, involving tropylium cation intermediates, which can be used preparatively. Under superacidic conditions, the PDI tropylium cations were directly observed and shown to undergo hydride-transfer reductions. Additionally, a fused PDI bis(heptafulvene) was synthesized by dehydrogenating a suitably substituted PDI cycloheptatriene. The final system contains two quinomethane units, which can be protonated to yield a stable tropylium-like dication.

Indexed as

aromatic substitutionchromophoresperylene diimidestropylium cations

Identifiers

PMID39545351
PMCPMC11811681

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.