Evidence map›Paper›PMID 38951197›Full record

ArticleNature communications2024

Development and characterization of amino donor-acceptor Stenhouse adducts.

Cesar A Reyes, Hye Joon Lee, Connie Karanovic, Elias Picazo

Abstract read
In one paragraph

Article in Nature communications, 2024. 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
–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

7 citing papers in PubMed.

  1. Article
  2. Review
  3. Amino-Acid-Derived Androgen Receptor Modulators.ACS medicinal chemistry letters · 2026
    Article
  4. Stenhouse Zwitterion Photoswitches as Hydrogen-Bond Acceptors.Journal of the American Chemical Society · 2026
    Article
  5. Reversible Photoswitching of Donor-Acceptor Stenhouse Adducts in Water.Journal of the American Chemical Society · 2026
    Article
  6. All-photonic switching of a benzo[Chemical science · 2025
    Article
  7. Review
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

4 authors.

Cesar A ReyesDepartment of Chemistry, Loker Hydrocarbon Research Institute, University of Southern California, 837 Bloom Walk, Los Angeles, CA, USA.
Hye Joon LeeDepartment of Chemistry, Loker Hydrocarbon Research Institute, University of Southern California, 837 Bloom Walk, Los Angeles, CA, USA.
Connie KaranovicDepartment of Chemistry, Loker Hydrocarbon Research Institute, University of Southern California, 837 Bloom Walk, Los Angeles, CA, USA.
Elias PicazoDepartment of Chemistry, Loker Hydrocarbon Research Institute, University of Southern California, 837 Bloom Walk, Los Angeles, CA, USA. epicazo@usc.edu.ORCID http://orcid.org/0000-0001-5153-4131

Funding

Synthesis and Characterization of Nitrogen and Sulfur Donor-Acceptor Stenhouse AdductsR00GM140070 · NIGMS · UNIVERSITY OF SOUTHERN CALIFORNIA · PI PICAZO, ELIAS · 2022 to 2024
$932k
Acquisition of a 500 MHz NMR Spectrometer for the University of Southern CalifS10RR025432 · NCRR · UNIVERSITY OF SOUTHERN CALIFORNIA · PI JUNG, KYUNG W. · 2009 to 2009
$500k
National Science Foundation (NSF) CHE-1757942NCRR NIH HHS S10 RR025432NIGMS NIH HHS R00 GM140070U.S. Department of Health & Human Services | NIH | National Institute of General Medical Sciences (NIGMS) R00GM140070
6 · The paper itself

Abstract

Donor-acceptor Stenhouse adducts (DASAs) are molecular photoswitches spurring wide interest because of their dynamic photophysical properties, complex photoswitching mechanism, and diverse applications. Despite breakthroughs in modularity for the donor, acceptor, and triene compartments, the backbone heteroatom remains static due to synthetic challenges. We provide a predictive tool and sought-after strategy to vary the heteroatom, introduce amino DASA photoswitches, and analyze backbone heteroatom effects on photophysical properties. Amino DASA synthesis is enabled by aza-Piancatelli rearrangements on pyrrole substrates, imparting an aromaticity-breaking rearrangement that capitalizes on nitrogen's additional bonding orbital and the inductive properties of sulfonyl groups. Amino DASA structure is confirmed by single crystal X-ray diffraction, the photochromic properties are characterized, and the photoswitch isomerization is investigated. Overall, the discovered pyrrole rearrangement enables the study of the DASA backbone heteroatom compartment and furthers our insight into the structure-property relationship of this complex photoswitch.

Identifiers

PMID38951197
PMCPMC11217284

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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.