Evidence map›Paper›PMID 35377538›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Persistent Ambipolar Heptacenes and Their Redox Species.

Nico Zeitter, Nikolai Hippchen, Steffen Maier, Frank Rominger, Andreas Dreuw, Jan Freudenberg, Uwe H F Bunz

Open access · hybridAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing papers in PubMed
1.9field-weighted citation impact, top 14% of its field
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

7 citing papers in PubMed, 23 citations in OpenAlex.

  1. Article
  2. The Lowest Excited State of Heptacenes Is Dark.The journal of physical chemistry letters · 2025
    Article
  3. Article
  4. Article
  5. How to Stabilize Large Soluble (Hetero-)Acenes.Journal of the American Chemical Society · 2024
    Review
  6. Stabilizing Azaheptacenes.Journal of the American Chemical Society · 2024
    Article
  7. Persistent Ambipolar Heptacenes and Their Redox Species.Angewandte Chemie (International ed. in English) · 2022
    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 at 1 institution in 1 country.

Nico ZeitterOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Nikolai HippchenOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Steffen MaierOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Frank RomingerOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Andreas DreuwInterdisciplinary Center for Scientific Computing, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 205, 69120, Heidelberg, Germany.ORCID http://orcid.org/0000-0002-5862-5113
Jan FreudenbergOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.ORCID http://orcid.org/0000-0003-0998-693X
Uwe H F BunzOrganisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.ORCID http://orcid.org/0000-0002-9369-5387
Heidelberg University · DE

Funding

Deutsche Forschungsgemeinschaft SFB 1249
6 · The paper itself

Abstract

Sixfold TIPS-ethynylation combined with fourfold bromination of the armchair edges furnishes a long-lived, soluble heptacene; π-extension via Stille coupling accesses a persistent tetrabenzononacene. Both types of acenes were stabilized best by double TIPS-ethynylation on every other benzene ring. Tetrabromoheptacene is an ambipolar transistor material (up to 0.036 cm

Indexed as

AcenesHeptaceneNonacenePolycyclic Aromatic HydrocarbonsSteric Shielding

Identifiers

PMID35377538
PMCPMC9324111
OpenAlexW4224036742

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.