Evidence map›Paper›PMID 38097633›Full record

ArticleNature communications2023

Site-selective chemical reactions by on-water surface sequential assembly.

Anupam Prasoon, Xiaoqing Yu, Mike Hambsch, David Bodesheim, Kejun Liu, Angelica Zacarias, Nguyen Ngan Nguyen, Takakazu Seki, Aerzoo Dianat, Alexander Croy and 7 more

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing papers in PubMed
1.8field-weighted citation impact, top 16% 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

12 citing papers in PubMed, 16 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Article
  5. Article
  6. Article
  7. High-Performance Phototransistor Based on a 2D Polybenzimidazole Polymer.Advanced materials (Deerfield Beach, Fla.) · 2025
    Article
  8. Surfactant-Assisted Construction of Covalent Organic Frameworks.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Review
  9. Article
  10. Article
  11. Article
  12. 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

17 authors at 7 institutions in 3 countries.

Anupam Prasoon *Center for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Technische Universität Dresden, 01062, Dresden, Germany.ORCID http://orcid.org/0000-0003-1573-7008
Xiaoqing Yu *Max Planck Institute for Polymer Research, Ackermannweg 10, 55128, Mainz, Germany.ORCID http://orcid.org/0000-0002-3303-0965
Mike HambschCenter for Advancing Electronics Dresden (cfaed) and Faculty of Electrical and Computer Engineering, Technische Universität Dresden, 01062, Dresden, Germany.
David BodesheimInstitute for Materials Science and Max Bergmann Center of Biomaterials, Technische Universität Dresden, 01062, Dresden, Germany.ORCID http://orcid.org/0000-0001-5873-8751
Kejun LiuCenter for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Technische Universität Dresden, 01062, Dresden, Germany.
Angelica ZacariasMax Planck Institute for Microstructure Physics, Halle (Saale), D-06120, Germany.ORCID http://orcid.org/0000-0001-8546-5170
Nguyen Ngan NguyenCenter for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Technische Universität Dresden, 01062, Dresden, Germany.
Takakazu SekiMax Planck Institute for Polymer Research, Ackermannweg 10, 55128, Mainz, Germany.ORCID http://orcid.org/0000-0002-3999-2313
Aerzoo DianatInstitute for Materials Science and Max Bergmann Center of Biomaterials, Technische Universität Dresden, 01062, Dresden, Germany.ORCID http://orcid.org/0000-0002-9246-6224
Alexander CroyInstitute of Physical Chemistry, Friedrich Schiller University Jena, 07737, Jena, Germany.ORCID http://orcid.org/0000-0001-9296-9350
Gianaurelio CunibertiInstitute for Materials Science and Max Bergmann Center of Biomaterials, Technische Universität Dresden, 01062, Dresden, Germany.ORCID http://orcid.org/0000-0002-6574-7848
Philippe FontaineSynchrotron SOLEIL, L'Orme des Merisiers, Départementale 128, 91190, Saint-Aubin, France.ORCID http://orcid.org/0000-0003-3394-6508
Yuki NagataMax Planck Institute for Polymer Research, Ackermannweg 10, 55128, Mainz, Germany.ORCID http://orcid.org/0000-0001-9727-6641
Stefan C B MannsfeldCenter for Advancing Electronics Dresden (cfaed) and Faculty of Electrical and Computer Engineering, Technische Universität Dresden, 01062, Dresden, Germany. stefan.mannsfeld@tu-dresden.de.ORCID http://orcid.org/0000-0003-0268-519X
Renhao DongCenter for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Technische Universität Dresden, 01062, Dresden, Germany. renhaodong@sdu.edu.cn.ORCID http://orcid.org/0000-0002-4125-9284
Mischa BonnMax Planck Institute for Polymer Research, Ackermannweg 10, 55128, Mainz, Germany. bonn@mpip-mainz.mpg.de.ORCID http://orcid.org/0000-0001-6851-8453
Xinliang FengCenter for Advancing Electronics Dresden (cfaed) and Faculty of Chemistry and Food Chemistry, Technische Universität Dresden, 01062, Dresden, Germany. xinliang.feng@tu-dresden.de.ORCID http://orcid.org/0000-0003-3885-2703
Max Planck Institute for Polymer Research · DETechnische Universität Dresden · DEMax Bergmann Zentrum für Biomaterialien · DEMax Planck Institute of Microstructure Physics · DEFriedrich Schiller University Jena · DEShandong University · CNSynchrotron soleil · FR

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Controlling site-selectivity and reactivity in chemical reactions continues to be a key challenge in modern synthetic chemistry. Here, we demonstrate the discovery of site-selective chemical reactions on the water surface via a sequential assembly approach. A negatively charged surfactant monolayer on the water surface guides the electrostatically driven, epitaxial, and aligned assembly of reagent amino-substituted porphyrin molecules, resulting in a well-defined J-aggregated structure. This constrained geometry of the porphyrin molecules prompts the subsequent directional alignment of the perylenetetracarboxylic dianhydride reagent, enabling the selective formation of a one-sided imide bond between porphyrin and reagent. Surface-specific in-situ spectroscopies reveal the underlying mechanism of the dynamic interface that promotes multilayer growth of the site-selective imide product. The site-selective reaction on the water surface is further demonstrated by three reversible and irreversible chemical reactions, such as imide-, imine-, and 1, 3-diazole (imidazole)- bonds involving porphyrin molecules. This unique sequential assembly approach enables site-selective chemical reactions that can bring on-water surface synthesis to the forefront of modern organic chemistry.

Identifiers

PMID38097633
PMCPMC10721922
OpenAlexW4389728243

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Registered trials

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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.