Evidence map›Paper›PMID 37588776›Full record

ArticleMaterials advances2023

Facile synthesis of 2-aza-9,10-diphenylanthracene and the effect of precise nitrogen atom incorporation on OLED emitters performance.

Evan R Darzi, Dane A Stanfield, Luca McDermott, Andrew V Kelleghan, Benjamin J Schwartz, Neil K Garg

Open access · goldAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Materials advances, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it
0cells of the map it votes in
0citing papers in PubMed
0.5field-weighted citation impact, top 36% 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

0 citing papers in PubMed, 4 citations in OpenAlex.

No citing paper in PubMed yet.

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

6 authors at 1 institution in 1 country.

Evan R DarziDepartment of Chemistry and Biochemistry, University of California at Los Angeles Los Angeles California 90095 USA schwartz@chem.ucla.edu neilgarg@chem.ucla.edu.
Dane A StanfieldDepartment of Chemistry and Biochemistry, University of California at Los Angeles Los Angeles California 90095 USA schwartz@chem.ucla.edu neilgarg@chem.ucla.edu.
Luca McDermottDepartment of Chemistry and Biochemistry, University of California at Los Angeles Los Angeles California 90095 USA schwartz@chem.ucla.edu neilgarg@chem.ucla.edu.
Andrew V KelleghanDepartment of Chemistry and Biochemistry, University of California at Los Angeles Los Angeles California 90095 USA schwartz@chem.ucla.edu neilgarg@chem.ucla.edu.
Benjamin J SchwartzDepartment of Chemistry and Biochemistry, University of California at Los Angeles Los Angeles California 90095 USA schwartz@chem.ucla.edu neilgarg@chem.ucla.edu.ORCID https://orcid.org/0000-0003-3257-9152
Neil K GargDepartment of Chemistry and Biochemistry, University of California at Los Angeles Los Angeles California 90095 USA schwartz@chem.ucla.edu neilgarg@chem.ucla.edu.ORCID https://orcid.org/0000-0002-7793-2629
University of California, Los Angeles · US

Funding

Exploiting Unconventional Building Blocks in Chemical SynthesisR35GM139593 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI Neil K. Garg · 2021 to 2026
$4.0M
Time-of-Flight Mass Spectrometer for Synthesis Supporting Biomedical ResearchS10RR025631 · NCRR · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI HOUK, KENDALL N · 2009 to 2009
$328k
Harnessing Strained Intermediates to Access Complex MoleculesR01GM123299 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI GARG, NEIL K · 2018 to 2018
$269k
NCRR NIH HHS S10 RR025631NIGMS NIH HHS R01 GM123299NIGMS NIH HHS R35 GM139593
6 · The paper itself

Abstract

Polycyclic aromatic hydrocarbons (PAHs) are important compounds in materials chemistry, particularly for optoelectronic applications. One strategy for tuning PAH properties involves the net exchange of carbon atoms for heteroatoms, such as nitrogen. We report a comparative study of the well-known fluorophore 9,10-diphenylanthracene with an aza analog. The latter compound is accessed using a short sequence involving the use of two strained cyclic alkynes, benzyne and a 3,4-piperidyne, in Diels-Alder cycloaddition sequences. Comparative studies of 9,10-diphenylanthracene and the aza-analog show how the addition of a single nitrogen atom impacts electrochemical and optical properties. Organic light-emitting diode (OLED) devices were prepared using both compounds, which showed that nitrogen substitution leads to an unexpected red shift in electroluminescence, likely due to exciplex formation between the active layer and the 4,4'-

Identifiers

PMID37588776
PMCPMC10388396
OpenAlexW4384211239

What OpenQuestion holds

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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.