Evidence map›Paper›PMID 31593316›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020

Synthesis, Photophysical and Electronic Properties of New Red-to-NIR Emitting Donor-Acceptor Pyrene Derivatives.

Julia Merz, Maximilian Dietz, Yvonne Vonhausen, Frederik Wöber, Alexandra Friedrich, Daniel Sieh, Ivo Krummenacher, Holger Braunschweig, Michael Moos, Marco Holzapfel and 2 more

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing 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

13 citing papers in PubMed.

  1. Review
  2. Article
  3. Article
  4. Article
  5. Syntheses of Pyrene-4,5-dione and Pyrene-4,5,9,10-tetraone.The Journal of organic chemistry · 2025
    Article
  6. Article
  7. Pharmaceutics · 2022
    Article
  8. Article
  9. Confined Spaces in [n]Cyclo-2,7-pyrenylenes.Angewandte Chemie (International ed. in English) · 2021
    Article
  10. Article
  11. Article
  12. Article
  13. 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

12 authors.

Julia MerzInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Maximilian DietzInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Yvonne VonhausenInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Frederik WöberInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Alexandra FriedrichInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.ORCID http://orcid.org/0000-0002-1411-7336
Daniel SiehInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Ivo KrummenacherInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Holger BraunschweigInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.ORCID http://orcid.org/0000-0001-9264-1726
Michael MoosInstitut für Organische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Marco HolzapfelInstitut für Organische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
Christoph LambertInstitut für Organische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.ORCID http://orcid.org/0000-0002-9652-9165
Todd B MarderInstitut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron (ICB), Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.ORCID http://orcid.org/0000-0002-9990-0169

Funding

Bayerisches Staatsministerium für Wissenschaft, Forschung und Kunst Solar Technologies go HybridDFG GRK 2112Julius-Maximilians-Universität Würzburg
6 · The paper itself

Abstract

We synthesized new pyrene derivatives with strong bis(para-methoxyphenyl)amine donors at the 2,7-positions and n-azaacene acceptors at the K-region of pyrene. The compounds possess a strong intramolecular charge transfer, leading to unusual properties such as emission in the red to NIR region (700 nm), which has not been reported before for monomeric pyrenes. Detailed photophysical studies reveal very long intrinsic lifetimes of >100 ns for the new compounds, which is typical for 2,7-substituted pyrenes but not for K-region substituted pyrenes. The incorporation of strong donors and acceptors leads to very low reduction and oxidation potentials, and spectroelectrochemical studies show that the compounds are on the borderline between localized Robin-Day class-II and delocalized Robin-Day class-III species.

Indexed as

borylationK-regionluminescencepolycyclic aromatic hydrocarbonsredox

Identifiers

PMID31593316
PMCPMC6973242

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.